Номер 1, страница 331 - гдз по химии 10 класс учебник Еремин, Кузьменко

Химия, 10 класс Учебник, авторы: Еремин Вадим Владимирович, Кузьменко Николай Егорович, Теренин Владимир Ильич, Дроздов Андрей Анатольевич, Лунин Валерий Васильевич, издательство Просвещение, Москва, 2023, белого цвета

Авторы: Еремин В. В., Кузьменко Н. Е., Теренин В. И., Дроздов А. А., Лунин В. В.

Тип: Учебник

Издательство: Просвещение

Год издания: 2023 - 2026

Уровень обучения: углублённый

Цвет обложки: белый, зелёный с радугой

Допущено Министерством просвещения Российской Федерации

Глава 5. Азот- и серосодержащие органические соединения. Параграф 57. Шестичленные гетероциклы. Задания для повторения - номер 1, страница 331.

App\Models\Task {#1030 // resources/views/models/task/default.blade.php
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  #table: "tasks"
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    "field_display_title" => "1"
    "field_outside_task" => null
    "field_task_type" => Illuminate\Database\Eloquent\Collection {#1037
      #items: array:1 [
        0 => App\Models\Term {#1036
          #connection: "mysql"
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              "field_nominative_case" => "номер"
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          #table: "branches"
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                0 => App\Models\Book {#1057
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                        0 => App\Models\Term {#1059
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                    "field_class" => Illuminate\Database\Eloquent\Collection {#1064
                      #items: array:1 [
                        0 => App\Models\Term {#1061
                          #connection: "mysql"
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                          #original: array:6 [
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                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1066
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                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1076
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_book_type" => Illuminate\Database\Eloquent\Collection {#1073
                      #items: array:1 [
                        0 => App\Models\Term {#1060
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:10 [
                            "id" => 6671
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Учебник"
                            "field_book_type_foreign" => null
                            "field_cases" => array:6 [ …6]
                            "field_plural_form" => null
                            "field_short_name" => null
                            "field_short_name_foreign" => null
                            "field_translit" => "uchebnik"
                          ]
                          #original: array:10 [
                            "id" => 6671
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Учебник"
                            "field_book_type_foreign" => null
                            "field_cases" => array:6 [ …6]
                            "field_plural_form" => null
                            "field_short_name" => null
                            "field_short_name_foreign" => null
                            "field_translit" => "uchebnik"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_country" => Illuminate\Database\Eloquent\Collection {#1074
                      #items: array:1 [
                        0 => App\Models\Term {#1075
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 9
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Россия"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "rossiya"
                          ]
                          #original: array:6 [
                            "id" => 9
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Россия"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "rossiya"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_city" => Illuminate\Database\Eloquent\Collection {#1068
                      #items: array:1 [
                        0 => App\Models\Term {#1072
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 15
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Москва"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "moskva"
                          ]
                          #original: array:6 [
                            "id" => 15
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "Москва"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "moskva"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_series" => Illuminate\Database\Eloquent\Collection {#1070
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_umk" => Illuminate\Database\Eloquent\Collection {#1065
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1084
                      #items: array:1 [
                        0 => App\Models\Term {#1071
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 39
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "углублённый"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "uglublennyy"
                          ]
                          #original: array:6 [
                            "id" => 39
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "углублённый"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "uglublennyy"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1086
                      #items: array:1 [
                        0 => App\Models\Term {#1083
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:10 [
                            "id" => 6706
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "ФГОС (старый)"
                            "field_cases" => array:6 [ …6]
                            "field_color" => null
                            "field_end_year" => "2022"
                            "field_start_year" => "2019"
                            "field_translit" => "fgos-old"
                            "field_type" => null
                          ]
                          #original: array:10 [
                            "id" => 6706
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "ФГОС (старый)"
                            "field_cases" => array:6 [ …6]
                            "field_color" => null
                            "field_end_year" => "2022"
                            "field_start_year" => "2019"
                            "field_translit" => "fgos-old"
                            "field_type" => null
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_publication_number" => "10"
                    "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1088
                      #items: array:1 [
                        0 => App\Models\Term {#1085
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 33
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "стереотипное"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "stereotipnoe"
                          ]
                          #original: array:6 [
                            "id" => 33
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "стереотипное"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "stereotipnoe"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1087
                      #items: array:1 [
                        0 => App\Models\Term {#1081}
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_under_the_edition_degree" => "доктор химических наук, академика РАН"
                    "field_cover_description" => "с радугой"
                    "field_publication_year" => "2023"
                    "field_publication_year_until" => null
                    "field_part" => ""
                    "field_part_writing" => ""
                    "field_second_foreign_language" => null
                    "field_for_whom" => null
                    "field_allowed" => "Допущено Министерством просвещения Российской Федерации"
                    "field_reserve_field" => null
                    "field_link_to_source" => null
                    "field_tasks_count" => "697"
                    "field_priority" => "10"
                    "field_default_folder" => "/himiya_10/eremin-u23/"
                    "field_isbn" => null
                    "field_cover" => array:1 [
                      0 => "/media/himiya_10/eremin-u23/covers/cover1.webp?ts=1738768732"
                    ]
                    "field_cover_alts" => array:1 [
                      0 => ""
                    ]
                    "field_covers" => array:1 [
                      0 => array:4 [
                        "path" => "/media/himiya_10/eremin-u23/covers/cover1.webp?ts=1738768732"
                        "alt" => ""
                        "width" => "1200"
                        "height" => "1576"
                      ]
                    ]
                    "field_popular_book" => null
                    "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1069
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_new_book" => Illuminate\Database\Eloquent\Collection {#1089
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_old_book" => Illuminate\Database\Eloquent\Collection {#1090
                      #items: []
                      #escapeWhenCastingToString: false
                    }
                    "field_url" => "/10-klass/himiya/eremin-uchebnik"
                    "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1092
                      #items: array:2 [
                        0 => App\Models\Term {#1091
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 45
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "белый"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "belyy"
                          ]
                          #original: array:6 [
                            "id" => 45
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "белый"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "belyy"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                        1 => App\Models\Term {#1093
                          #connection: "mysql"
                          #table: "terms"
                          #primaryKey: "id"
                          #keyType: "int"
                          +incrementing: false
                          #with: []
                          #withCount: []
                          +preventsLazyLoading: false
                          #perPage: 15
                          +exists: true
                          +wasRecentlyCreated: false
                          #escapeWhenCastingToString: false
                          #attributes: array:6 [
                            "id" => 47
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "зелёный"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "zelyonyy"
                          ]
                          #original: array:6 [
                            "id" => 47
                            "created_at" => "2026-04-10 13:58:26"
                            "updated_at" => null
                            "name" => "зелёный"
                            "field_cases" => array:6 [ …6]
                            "field_translit" => "zelyonyy"
                          ]
                          #changes: []
                          #casts: []
                          #classCastCache: []
                          #attributeCastCache: []
                          #dateFormat: null
                          #appends: []
                          #dispatchesEvents: []
                          #observables: []
                          #relations: []
                          #touches: []
                          +timestamps: true
                          +usesUniqueIds: false
                          #hidden: []
                          #visible: []
                          #fillable: []
                          #guarded: array:1 [
                            0 => "*"
                          ]
                        }
                      ]
                      #escapeWhenCastingToString: false
                    }
                    "field_metatags_title" => null
                    "field_metatags_description" => null
                    "field_h1" => null
                    "field_description_top" => null
                    "field_description_bottom" => null
                    "breadcrumbs" => array:3 [
                      "class" => 381
                      "subject" => 558
                      "class_subject" => 500
                    ]
                  ]
                  #original: array:50 [
                    "id" => 1003
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "field_tree_default_status" => "tasks"
                    "field_pages_status" => null
                    "field_subject" => Illuminate\Database\Eloquent\Collection {#1062}
                    "field_class" => Illuminate\Database\Eloquent\Collection {#1064}
                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1066}
                    "field_author" => Illuminate\Database\Eloquent\Collection {#1067}
                    "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1076}
                    "field_book_type" => Illuminate\Database\Eloquent\Collection {#1073}
                    "field_country" => Illuminate\Database\Eloquent\Collection {#1074}
                    "field_city" => Illuminate\Database\Eloquent\Collection {#1068}
                    "field_series" => Illuminate\Database\Eloquent\Collection {#1070}
                    "field_umk" => Illuminate\Database\Eloquent\Collection {#1065}
                    "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1084}
                    "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1086}
                    "field_publication_number" => "10"
                    "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1088}
                    "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1087}
                    "field_under_the_edition_degree" => "доктор химических наук, академика РАН"
                    "field_cover_description" => "с радугой"
                    "field_publication_year" => "2023"
                    "field_publication_year_until" => null
                    "field_part" => ""
                    "field_part_writing" => ""
                    "field_second_foreign_language" => null
                    "field_for_whom" => null
                    "field_allowed" => "Допущено Министерством просвещения Российской Федерации"
                    "field_reserve_field" => null
                    "field_link_to_source" => null
                    "field_tasks_count" => "697"
                    "field_priority" => "10"
                    "field_default_folder" => "/himiya_10/eremin-u23/"
                    "field_isbn" => null
                    "field_cover" => array:1 [
                      0 => "/media/himiya_10/eremin-u23/covers/cover1.webp?ts=1738768732"
                    ]
                    "field_cover_alts" => array:1 [
                      0 => ""
                    ]
                    "field_covers" => array:1 [
                      0 => array:4 [
                        "path" => "/media/himiya_10/eremin-u23/covers/cover1.webp?ts=1738768732"
                        "alt" => ""
                        "width" => "1200"
                        "height" => "1576"
                      ]
                    ]
                    "field_popular_book" => null
                    "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1069}
                    "field_new_book" => Illuminate\Database\Eloquent\Collection {#1089}
                    "field_old_book" => Illuminate\Database\Eloquent\Collection {#1090}
                    "field_url" => "/10-klass/himiya/eremin-uchebnik"
                    "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1092}
                    "field_metatags_title" => null
                    "field_metatags_description" => null
                    "field_h1" => null
                    "field_description_top" => null
                    "field_description_bottom" => null
                    "breadcrumbs" => array:3 [
                      "class" => 381
                      "subject" => 558
                      "class_subject" => 500
                    ]
                  ]
                  #changes: []
                  #casts: []
                  #classCastCache: []
                  #attributeCastCache: []
                  #dateFormat: null
                  #appends: []
                  #dispatchesEvents: []
                  #observables: []
                  #relations: []
                  #touches: []
                  +timestamps: true
                  +usesUniqueIds: false
                  #hidden: []
                  #visible: []
                  #fillable: []
                  #guarded: array:1 [
                    0 => "*"
                  ]
                }
              ]
              #escapeWhenCastingToString: false
            }
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1048
              #items: []
              #escapeWhenCastingToString: false
            }
          ]
          #original: array:24 [
            "id" => 662753
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Азот- и серосодержащие органические соединения"
            "field_branch_order" => "5"
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1050}
            "field_page_start" => "300"
            "field_branch_display" => "0"
            "field_branch_expanded" => "0"
            "field_display_branch_in_title" => "1"
            "field_display_task_interval" => "0"
            "field_display_branch_page" => "1"
            "field_branch_title_in_content" => "0"
            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1058}
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1048}
          ]
          #changes: []
          #casts: []
          #classCastCache: []
          #attributeCastCache: []
          #dateFormat: null
          #appends: []
          #dispatchesEvents: []
          #observables: []
          #relations: []
          #touches: []
          +timestamps: true
          +usesUniqueIds: false
          #hidden: []
          #visible: []
          #fillable: []
          #guarded: array:1 [
            0 => "*"
          ]
        }
      ]
      #escapeWhenCastingToString: false
    }
    "parent_branches" => Illuminate\Database\Eloquent\Collection {#1122
      #items: array:3 [
        0 => App\Models\Branch {#1132
          #connection: "mysql"
          #table: "branches"
          #primaryKey: "id"
          #keyType: "int"
          +incrementing: true
          #with: []
          #withCount: []
          +preventsLazyLoading: false
          #perPage: 15
          +exists: true
          +wasRecentlyCreated: false
          #escapeWhenCastingToString: false
          #attributes: array:24 [
            "id" => 662753
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Азот- и серосодержащие органические соединения"
            "field_branch_order" => "5"
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1133
              #items: array:1 [
                0 => App\Models\Term {#1047}
              ]
              #escapeWhenCastingToString: false
            }
            "field_page_start" => "300"
            "field_branch_display" => "0"
            "field_branch_expanded" => "0"
            "field_display_branch_in_title" => "1"
            "field_display_task_interval" => "0"
            "field_display_branch_page" => "1"
            "field_branch_title_in_content" => "0"
            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1134
              #items: array:1 [
                0 => App\Models\Book {#1057}
              ]
              #escapeWhenCastingToString: false
            }
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1135
              #items: []
              #escapeWhenCastingToString: false
            }
          ]
          #original: array:24 [
            "id" => 662753
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Азот- и серосодержащие органические соединения"
            "field_branch_order" => "5"
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1133}
            "field_page_start" => "300"
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            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1134}
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1135}
          ]
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          #touches: []
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          #hidden: []
          #visible: []
          #fillable: []
          #guarded: array:1 [
            0 => "*"
          ]
        }
        1 => App\Models\Branch {#1136
          #connection: "mysql"
          #table: "branches"
          #primaryKey: "id"
          #keyType: "int"
          +incrementing: true
          #with: []
          #withCount: []
          +preventsLazyLoading: false
          #perPage: 15
          +exists: true
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          #escapeWhenCastingToString: false
          #attributes: array:24 [
            "id" => 662759
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Шестичленные гетероциклы"
            "field_branch_order" => "57"
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1140
              #items: array:1 [
                0 => App\Models\Term {#1137
                  #connection: "mysql"
                  #table: "terms"
                  #primaryKey: "id"
                  #keyType: "int"
                  +incrementing: false
                  #with: []
                  #withCount: []
                  +preventsLazyLoading: false
                  #perPage: 15
                  +exists: true
                  +wasRecentlyCreated: false
                  #escapeWhenCastingToString: false
                  #attributes: array:7 [
                    "id" => 32
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "name" => "Параграф"
                    "field_cases" => array:6 [ …6]
                    "field_page_check_not_needed" => null
                    "field_short_name" => "§"
                  ]
                  #original: array:7 [
                    "id" => 32
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "name" => "Параграф"
                    "field_cases" => array:6 [ …6]
                    "field_page_check_not_needed" => null
                    "field_short_name" => "§"
                  ]
                  #changes: []
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                  #attributeCastCache: []
                  #dateFormat: null
                  #appends: []
                  #dispatchesEvents: []
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                  #relations: []
                  #touches: []
                  +timestamps: true
                  +usesUniqueIds: false
                  #hidden: []
                  #visible: []
                  #fillable: []
                  #guarded: array:1 [
                    0 => "*"
                  ]
                }
              ]
              #escapeWhenCastingToString: false
            }
            "field_page_start" => "326"
            "field_branch_display" => "0"
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            "field_display_branch_in_title" => "1"
            "field_display_task_interval" => "0"
            "field_display_branch_page" => "1"
            "field_branch_title_in_content" => "0"
            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1139
              #items: array:1 [
                0 => App\Models\Book {#1057}
              ]
              #escapeWhenCastingToString: false
            }
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1138
              #items: array:1 [
                0 => App\Models\Branch {#1045}
              ]
              #escapeWhenCastingToString: false
            }
          ]
          #original: array:24 [
            "id" => 662759
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Шестичленные гетероциклы"
            "field_branch_order" => "57"
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1140}
            "field_page_start" => "326"
            "field_branch_display" => "0"
            "field_branch_expanded" => "0"
            "field_display_branch_in_title" => "1"
            "field_display_task_interval" => "0"
            "field_display_branch_page" => "1"
            "field_branch_title_in_content" => "0"
            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1139}
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1138}
          ]
          #changes: []
          #casts: []
          #classCastCache: []
          #attributeCastCache: []
          #dateFormat: null
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          #touches: []
          +timestamps: true
          +usesUniqueIds: false
          #hidden: []
          #visible: []
          #fillable: []
          #guarded: array:1 [
            0 => "*"
          ]
        }
        2 => App\Models\Branch {#1141
          #connection: "mysql"
          #table: "branches"
          #primaryKey: "id"
          #keyType: "int"
          +incrementing: true
          #with: []
          #withCount: []
          +preventsLazyLoading: false
          #perPage: 15
          +exists: true
          +wasRecentlyCreated: false
          #escapeWhenCastingToString: false
          #attributes: array:24 [
            "id" => 662761
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Задания для повторения"
            "field_branch_order" => null
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1142
              #items: []
              #escapeWhenCastingToString: false
            }
            "field_page_start" => "331"
            "field_branch_display" => "0"
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            "field_display_branch_in_title" => "1"
            "field_display_task_interval" => "0"
            "field_display_branch_page" => "1"
            "field_branch_title_in_content" => "0"
            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1143
              #items: array:1 [
                0 => App\Models\Book {#1057}
              ]
              #escapeWhenCastingToString: false
            }
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1152
              #items: array:1 [
                0 => App\Models\Branch {#1151
                  #connection: "mysql"
                  #table: "branches"
                  #primaryKey: "id"
                  #keyType: "int"
                  +incrementing: true
                  #with: []
                  #withCount: []
                  +preventsLazyLoading: false
                  #perPage: 15
                  +exists: true
                  +wasRecentlyCreated: false
                  #escapeWhenCastingToString: false
                  #attributes: array:24 [
                    "id" => 662759
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "field_display_title" => "Шестичленные гетероциклы"
                    "field_branch_order" => "57"
                    "field_url" => null
                    "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1153 …2}
                    "field_page_start" => "326"
                    "field_branch_display" => "0"
                    "field_branch_expanded" => "0"
                    "field_display_branch_in_title" => "1"
                    "field_display_task_interval" => "0"
                    "field_display_branch_page" => "1"
                    "field_branch_title_in_content" => "0"
                    "field_navigation_title" => null
                    "field_metatags_title" => null
                    "field_metatags_description" => null
                    "field_h1" => null
                    "field_description_top" => null
                    "field_description_bottom" => null
                    "field_branch_cover" => []
                    "field_branch_covers" => []
                    "book" => Illuminate\Database\Eloquent\Collection {#1154 …2}
                    "branch_parent" => Illuminate\Database\Eloquent\Collection {#1155 …2}
                  ]
                  #original: array:24 [
                    "id" => 662759
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "field_display_title" => "Шестичленные гетероциклы"
                    "field_branch_order" => "57"
                    "field_url" => null
                    "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1153 …2}
                    "field_page_start" => "326"
                    "field_branch_display" => "0"
                    "field_branch_expanded" => "0"
                    "field_display_branch_in_title" => "1"
                    "field_display_task_interval" => "0"
                    "field_display_branch_page" => "1"
                    "field_branch_title_in_content" => "0"
                    "field_navigation_title" => null
                    "field_metatags_title" => null
                    "field_metatags_description" => null
                    "field_h1" => null
                    "field_description_top" => null
                    "field_description_bottom" => null
                    "field_branch_cover" => []
                    "field_branch_covers" => []
                    "book" => Illuminate\Database\Eloquent\Collection {#1154 …2}
                    "branch_parent" => Illuminate\Database\Eloquent\Collection {#1155 …2}
                  ]
                  #changes: []
                  #casts: []
                  #classCastCache: []
                  #attributeCastCache: []
                  #dateFormat: null
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                  #dispatchesEvents: []
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                  #touches: []
                  +timestamps: true
                  +usesUniqueIds: false
                  #hidden: []
                  #visible: []
                  #fillable: []
                  #guarded: array:1 [
                    0 => "*"
                  ]
                }
              ]
              #escapeWhenCastingToString: false
            }
          ]
          #original: array:24 [
            "id" => 662761
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "field_display_title" => "Задания для повторения"
            "field_branch_order" => null
            "field_url" => null
            "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1142}
            "field_page_start" => "331"
            "field_branch_display" => "0"
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            "field_display_branch_page" => "1"
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            "field_navigation_title" => null
            "field_metatags_title" => null
            "field_metatags_description" => null
            "field_h1" => null
            "field_description_top" => null
            "field_description_bottom" => null
            "field_branch_cover" => []
            "field_branch_covers" => []
            "book" => Illuminate\Database\Eloquent\Collection {#1143}
            "branch_parent" => Illuminate\Database\Eloquent\Collection {#1152}
          ]
          #changes: []
          #casts: []
          #classCastCache: []
          #attributeCastCache: []
          #dateFormat: null
          #appends: []
          #dispatchesEvents: []
          #observables: []
          #relations: []
          #touches: []
          +timestamps: true
          +usesUniqueIds: false
          #hidden: []
          #visible: []
          #fillable: []
          #guarded: array:1 [
            0 => "*"
          ]
        }
      ]
      #escapeWhenCastingToString: false
    }
    "content" => Illuminate\Database\Eloquent\Collection {#1120
      #items: array:3 [
        0 => App\Models\Element {#1113
          #connection: "mysql"
          #table: "elements"
          #primaryKey: "id"
          #keyType: "int"
          +incrementing: true
          #with: []
          #withCount: []
          +preventsLazyLoading: false
          #perPage: 15
          +exists: true
          +wasRecentlyCreated: false
          #escapeWhenCastingToString: false
          #attributes: array:7 [
            "id" => 819177
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "edition" => Illuminate\Database\Eloquent\Collection {#1105
              #items: array:1 [
                0 => App\Models\Edition {#1097
                  #connection: "mysql"
                  #table: "editions"
                  #primaryKey: "id"
                  #keyType: "int"
                  +incrementing: false
                  #with: []
                  #withCount: []
                  +preventsLazyLoading: false
                  #perPage: 15
                  +exists: true
                  +wasRecentlyCreated: false
                  #escapeWhenCastingToString: false
                  #attributes: array:21 [
                    "id" => 1829
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "title" => "Условие"
                    "field_order" => "1"
                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1112 …2}
                    "field_content_type" => "free"
                    "field_content_mode" => "text, image"
                    "field_page_content_mode" => "image"
                    "field_content_text_checked" => null
                    "field_page_content_text_checked" => "0"
                    "field_solution_author" => "Автор"
                    "field_moderator" => "vadim"
                    "field_edition_type" => "statement"
                    "field_root_dir" => "0-"
                    "field_responsible" => Illuminate\Database\Eloquent\Collection {#1109 …2}
                    "field_comment" => null
                    "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1110 …2}
                    "field_process_formula" => "katex"
                    "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1107 …2}
                    "field_content_source" => null
                  ]
                  #original: array:21 [
                    "id" => 1829
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "title" => "Условие"
                    "field_order" => "1"
                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1112 …2}
                    "field_content_type" => "free"
                    "field_content_mode" => "text, image"
                    "field_page_content_mode" => "image"
                    "field_content_text_checked" => null
                    "field_page_content_text_checked" => "0"
                    "field_solution_author" => "Автор"
                    "field_moderator" => "vadim"
                    "field_edition_type" => "statement"
                    "field_root_dir" => "0-"
                    "field_responsible" => Illuminate\Database\Eloquent\Collection {#1109 …2}
                    "field_comment" => null
                    "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1110 …2}
                    "field_process_formula" => "katex"
                    "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1107 …2}
                    "field_content_source" => null
                  ]
                  #changes: []
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                  #attributeCastCache: []
                  #dateFormat: null
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                  +timestamps: true
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                  #visible: []
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                  #guarded: array:1 [
                    0 => "*"
                  ]
                }
              ]
              #escapeWhenCastingToString: false
            }
            "task" => array:2 [
              "refs" => "663342"
              "type" => "task"
            ]
            "text" => "<p><strong>1.</strong> Запишите уравнения реакций, иллюстрирующие следующие схемы превращений:</p><p><strong>а)</strong> $C_3H_6$ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат;</p><p><strong>б)</strong> $C_3H_8$ → $X_1$ → $X_2$ → 1,2-дибромпропан $\xrightarrow{\text{КОН, спирт}}$ $X_3$ → ацетон;</p><p><strong>в)</strong> $CaC_2$ $\xrightarrow{t, C_{\text{акт}}}$ $X_1$ → $X_2$ → толуол → $X_3$ → бензоат натрия;</p><p><strong>г)</strong> этилат натрия → $X_1$ → $C_2H_4O$ → ацетат аммония → $X_2$ → ацетон;</p><p><strong>д)</strong> бензол → $X_1$ → толуол → $X_2$ → бензальдегид $\xrightarrow{\text{Ni, + H}_2}$ $X_3$;</p><p><strong>е)</strong> пропанол-1 → 1-иодпропан → пропан → $X_1$ $\xrightarrow{\text{+ Cl}_2, \text{ hv}}$ кумол $\xrightarrow{\text{КОН, спирт}}$ $X_3$.</p>"
            "img" => array:1 [
              0 => array:5 [
                "name" => "1-1.jpg"
                "alt" => null
                "width" => "868"
                "height" => 483
                "path" => "/media/himiya_10/eremin-u23/0-57-1/1-1.webp?ts=1738779687"
              ]
            ]
          ]
          #original: array:7 [
            "id" => 819177
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "edition" => Illuminate\Database\Eloquent\Collection {#1105}
            "task" => array:2 [
              "refs" => "663342"
              "type" => "task"
            ]
            "text" => "<p><strong>1.</strong> Запишите уравнения реакций, иллюстрирующие следующие схемы превращений:</p><p><strong>а)</strong> $C_3H_6$ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат;</p><p><strong>б)</strong> $C_3H_8$ → $X_1$ → $X_2$ → 1,2-дибромпропан $\xrightarrow{\text{КОН, спирт}}$ $X_3$ → ацетон;</p><p><strong>в)</strong> $CaC_2$ $\xrightarrow{t, C_{\text{акт}}}$ $X_1$ → $X_2$ → толуол → $X_3$ → бензоат натрия;</p><p><strong>г)</strong> этилат натрия → $X_1$ → $C_2H_4O$ → ацетат аммония → $X_2$ → ацетон;</p><p><strong>д)</strong> бензол → $X_1$ → толуол → $X_2$ → бензальдегид $\xrightarrow{\text{Ni, + H}_2}$ $X_3$;</p><p><strong>е)</strong> пропанол-1 → 1-иодпропан → пропан → $X_1$ $\xrightarrow{\text{+ Cl}_2, \text{ hv}}$ кумол $\xrightarrow{\text{КОН, спирт}}$ $X_3$.</p>"
            "img" => array:1 [
              0 => array:5 [
                "name" => "1-1.jpg"
                "alt" => null
                "width" => "868"
                "height" => 483
                "path" => "/media/himiya_10/eremin-u23/0-57-1/1-1.webp?ts=1738779687"
              ]
            ]
          ]
          #changes: []
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          #classCastCache: []
          #attributeCastCache: []
          #dateFormat: null
          #appends: []
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          #touches: []
          +timestamps: true
          +usesUniqueIds: false
          #hidden: []
          #visible: []
          #fillable: []
          #guarded: array:1 [
            0 => "*"
          ]
        }
        1 => App\Models\Element {#1108
          #connection: "mysql"
          #table: "elements"
          #primaryKey: "id"
          #keyType: "int"
          +incrementing: true
          #with: []
          #withCount: []
          +preventsLazyLoading: false
          #perPage: 15
          +exists: true
          +wasRecentlyCreated: false
          #escapeWhenCastingToString: false
          #attributes: array:6 [
            "id" => 819444
            "created_at" => "2026-04-10 13:58:26"
            "updated_at" => null
            "edition" => Illuminate\Database\Eloquent\Collection {#1055
              #items: array:1 [
                0 => App\Models\Edition {#1106
                  #connection: "mysql"
                  #table: "editions"
                  #primaryKey: "id"
                  #keyType: "int"
                  +incrementing: false
                  #with: []
                  #withCount: []
                  +preventsLazyLoading: false
                  #perPage: 15
                  +exists: true
                  +wasRecentlyCreated: false
                  #escapeWhenCastingToString: false
                  #attributes: array:21 [
                    "id" => 1830
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "title" => "Решение"
                    "field_order" => "2"
                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1104 …2}
                    "field_content_type" => "free"
                    "field_content_mode" => "image"
                    "field_page_content_mode" => ""
                    "field_content_text_checked" => "0"
                    "field_page_content_text_checked" => "0"
                    "field_solution_author" => "Ладыко (Торчило)"
                    "field_moderator" => "vadim"
                    "field_edition_type" => "solution"
                    "field_root_dir" => "1-"
                    "field_responsible" => Illuminate\Database\Eloquent\Collection {#1101 …2}
                    "field_comment" => null
                    "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1102 …2}
                    "field_process_formula" => ""
                    "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1099 …2}
                    "field_content_source" => null
                  ]
                  #original: array:21 [
                    "id" => 1830
                    "created_at" => "2026-04-10 13:58:26"
                    "updated_at" => null
                    "title" => "Решение"
                    "field_order" => "2"
                    "field_publisher" => Illuminate\Database\Eloquent\Collection {#1104 …2}
                    "field_content_type" => "free"
                    "field_content_mode" => "image"
                    "field_page_content_mode" => ""
                    "field_content_text_checked" => "0"
                    "field_page_content_text_checked" => "0"
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            "text" => "<p><strong>а) C₃H₆ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Исходное вещество C₃H₆ — циклопропан. Реакция гидрохлорирования циклопропана с раскрытием цикла:</p><p>$c-(CH_2)_3 + HCl \rightarrow CH_3-CH_2-CH_2Cl$</p><p><strong>2.</strong> Щелочной гидролиз 1-хлорпропана для получения пропанола-1:</p><p>$CH_3-CH_2-CH_2Cl + NaOH_{(водн.)} \rightarrow CH_3-CH_2-CH_2OH + NaCl$</p><p><strong>3.</strong> Внутримолекулярная дегидратация пропанола-1 с образованием пропена (вещество X):</p><p>$CH_3-CH_2-CH_2OH \xrightarrow{H_2SO_4, 170^\circ C} CH_2=CH-CH_3 + H_2O$</p><p><strong>4.</strong> Гидратация пропена (вещества X) по правилу Марковникова для получения пропанола-2:</p><p>$CH_2=CH-CH_3 + H_2O \xrightarrow{H^+} CH_3-CH(OH)-CH_3$</p><p><strong>5.</strong> Реакция этерификации пропанола-2 (изопропилового спирта) уксусной кислотой:</p><p>$CH_3-CH(OH)-CH_3 + CH_3COOH \rightleftharpoons CH_3-COO-CH(CH_3)_2 + H_2O$</p><p><strong>Ответ:</strong> Вещество X — пропен. Уравнения реакций приведены выше.</p><p><strong>б) C₃H₈ → X₁ → X₂ → 1,2-дибромпропан → X₃ → ацетон</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Радикальное хлорирование пропана. Преимущественно образуется 2-хлорпропан (X₁):</p><p>$CH_3-CH_2-CH_3 + Cl_2 \xrightarrow{h\nu} CH_3-CHCl-CH_3 + HCl$</p><p><strong>2.</strong> Дегидрогалогенирование 2-хлорпропана спиртовым раствором щелочи с образованием пропена (X₂):</p><p>$CH_3-CHCl-CH_3 + KOH_{(спирт)} \rightarrow CH_2=CH-CH_3 + KCl + H_2O$</p><p><strong>3.</strong> Присоединение брома к пропену по двойной связи:</p><p>$CH_2=CH-CH_3 + Br_2 \rightarrow CH_2Br-CHBr-CH_3$</p><p><strong>4.</strong> Дегидробромирование 1,2-дибромпропана избытком спиртового раствора щелочи с образованием пропина (X₃):</p><p>$CH_2Br-CHBr-CH_3 + 2KOH_{(спирт)} \xrightarrow{t} CH_3-C\equiv CH + 2KBr + 2H_2O$</p><p><strong>5.</strong> Гидратация пропина по реакции Кучерова с образованием ацетона:</p><p>$CH_3-C\equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3-CO-CH_3$</p><p><strong>Ответ:</strong> X₁ — 2-хлорпропан, X₂ — пропен, X₃ — пропин. Уравнения реакций приведены выше.</p><p><strong>в) CaC₂ → X₁ → X₂ → толуол → X₃ → бензоат натрия</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Гидролиз карбида кальция с образованием ацетилена (X₁):</p><p>$CaC_2 + 2H_2O \rightarrow C_2H_2 + Ca(OH)_2$</p><p><strong>2.</strong> Тримеризация ацетилена над активированным углем при нагревании с образованием бензола (X₂):</p><p>$3C_2H_2 \xrightarrow{C_{акт}, 600^\circ C} C_6H_6$</p><p><strong>3.</strong> Алкилирование бензола по реакции Фриделя-Крафтса для получения толуола:</p><p>$C_6H_6 + CH_3Cl \xrightarrow{AlCl_3} C_6H_5-CH_3 + HCl$</p><p><strong>4.</strong> Окисление толуола перманганатом калия в кислой среде до бензойной кислоты (X₃):</p><p>$5C_6H_5-CH_3 + 6KMnO_4 + 9H_2SO_4 \rightarrow 5C_6H_5-COOH + 3K_2SO_4 + 6MnSO_4 + 14H_2O$</p><p><strong>5.</strong> Нейтрализация бензойной кислоты гидроксидом натрия:</p><p>$C_6H_5-COOH + NaOH \rightarrow C_6H_5-COONa + H_2O$</p><p><strong>Ответ:</strong> X₁ — ацетилен, X₂ — бензол, X₃ — бензойная кислота. Уравнения реакций приведены выше.</p><p><strong>г) этилат натрия → X₁ → C₂H₄O → ацетат аммония → X₂ → ацетон</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Гидролиз этилата натрия с образованием этанола (X₁):</p><p>$CH_3-CH_2-ONa + H_2O \rightarrow CH_3-CH_2-OH + NaOH$</p><p><strong>2.</strong> Окисление этанола оксидом меди(II) до этаналя (уксусного альдегида, C₂H₄O):</p><p>$CH_3-CH_2-OH + CuO \xrightarrow{t} CH_3-CHO + Cu + H_2O$</p><p><strong>3.</strong> Реакция "серебряного зеркала" для этаналя с образованием ацетата аммония:</p><p>$CH_3-CHO + 2[Ag(NH_3)_2]OH \rightarrow CH_3-COONH_4 + 2Ag\downarrow + 3NH_3 + H_2O$</p><p><strong>4.</strong> Реакция обмена между ацетатом аммония и гидроксидом кальция с образованием ацетата кальция (X₂):</p><p>$2CH_3-COONH_4 + Ca(OH)_2 \rightarrow (CH_3-COO)_2Ca + 2NH_3\uparrow + 2H_2O$</p><p><strong>5.</strong> Пиролиз (сухая перегонка) ацетата кальция с образованием ацетона:</p><p>$(CH_3-COO)_2Ca \xrightarrow{t} CH_3-CO-CH_3 + CaCO_3$</p><p><strong>Ответ:</strong> X₁ — этанол, C₂H₄O — этаналь, X₂ — ацетат кальция. Уравнения реакций приведены выше.</p><p><strong>д) бензол → X₁ → толуол → X₂ → бензальдегид → X₃</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Электрофильное замещение в бензольном кольце (хрорирование) с образованием хлорбензола (X₁):</p><p>$C_6H_6 + Cl_2 \xrightarrow{FeCl_3} C_6H_5Cl + HCl$</p><p><strong>2.</strong> Синтез толуола по реакции Вюрца-Фиттига:</p><p>$C_6H_5Cl + 2Na + CH_3Cl \rightarrow C_6H_5-CH_3 + 2NaCl$</p><p><strong>3.</strong> Радикальное хлорирование толуола "на свету" до бензилиденхлорида (X₂):</p><p>$C_6H_5-CH_3 + 2Cl_2 \xrightarrow{h\nu} C_6H_5-CHCl_2 + 2HCl$</p><p><strong>4.</strong> Гидролиз бензилиденхлорида водой при нагревании до бензальдегида:</p><p>$C_6H_5-CHCl_2 + H_2O \xrightarrow{t} C_6H_5-CHO + 2HCl$</p><p><strong>5.</strong> Каталитическое гидрирование (восстановление) бензальдегида до бензилового спирта (X₃):</p><p>$C_6H_5-CHO + H_2 \xrightarrow{Ni, t} C_6H_5-CH_2OH$</p><p><strong>Ответ:</strong> X₁ — хлорбензол, X₂ — бензилиденхлорид, X₃ — бензиловый спирт. Уравнения реакций приведены выше.</p><p><strong>е) пропанол-1 → 1-иодпропан → пропан → X₁ → кумол → X₂ → X₃</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Замещение гидроксильной группы в пропаноле-1 на иод с помощью иодида фосфора(III):</p><p>$3CH_3-CH_2-CH_2OH + PI_3 \rightarrow 3CH_3-CH_2-CH_2I + H_3PO_3$</p><p><strong>2.</strong> Восстановление 1-иодпропана до пропана (например, цинком в кислой среде):</p><p>$CH_3-CH_2-CH_2I + Zn + HCl \rightarrow CH_3-CH_2-CH_3 + ZnClI$</p><p><strong>3.</strong> Каталитическое дегидрирование пропана с получением пропена (X₁):</p><p>$CH_3-CH_2-CH_3 \xrightarrow{Pt, t} CH_2=CH-CH_3 + H_2$</p><p><strong>4.</strong> Алкилирование бензола пропеном для получения кумола (изопропилбензола):</p><p>$C_6H_6 + CH_2=CH-CH_3 \xrightarrow{H_3PO_4, t} C_6H_5-CH(CH_3)_2$</p><p><strong>5.</strong> Радикальное хлорирование кумола в боковую цепь с образованием 2-хлор-2-фенилпропана (X₂):</p><p>$C_6H_5-CH(CH_3)_2 + Cl_2 \xrightarrow{h\nu} C_6H_5-C(Cl)(CH_3)_2 + HCl$</p><p><strong>6.</strong> Дегидрохлорирование 2-хлор-2-фенилпропана спиртовым раствором щелочи с образованием α-метилстирола (X₃):</p><p>$C_6H_5-C(Cl)(CH_3)_2 + KOH_{(спирт)} \rightarrow C_6H_5-C(CH_3)=CH_2 + KCl + H_2O$</p><p><strong>Ответ:</strong> X₁ — пропен, X₂ — 2-хлор-2-фенилпропан, X₃ — α-метилстирол. Уравнения реакций приведены выше.</p>"
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            "text" => "<p><strong>а) C₃H₆ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Исходное вещество C₃H₆ — циклопропан. Реакция гидрохлорирования циклопропана с раскрытием цикла:</p><p>$c-(CH_2)_3 + HCl \rightarrow CH_3-CH_2-CH_2Cl$</p><p><strong>2.</strong> Щелочной гидролиз 1-хлорпропана для получения пропанола-1:</p><p>$CH_3-CH_2-CH_2Cl + NaOH_{(водн.)} \rightarrow CH_3-CH_2-CH_2OH + NaCl$</p><p><strong>3.</strong> Внутримолекулярная дегидратация пропанола-1 с образованием пропена (вещество X):</p><p>$CH_3-CH_2-CH_2OH \xrightarrow{H_2SO_4, 170^\circ C} CH_2=CH-CH_3 + H_2O$</p><p><strong>4.</strong> Гидратация пропена (вещества X) по правилу Марковникова для получения пропанола-2:</p><p>$CH_2=CH-CH_3 + H_2O \xrightarrow{H^+} CH_3-CH(OH)-CH_3$</p><p><strong>5.</strong> Реакция этерификации пропанола-2 (изопропилового спирта) уксусной кислотой:</p><p>$CH_3-CH(OH)-CH_3 + CH_3COOH \rightleftharpoons CH_3-COO-CH(CH_3)_2 + H_2O$</p><p><strong>Ответ:</strong> Вещество X — пропен. Уравнения реакций приведены выше.</p><p><strong>б) C₃H₈ → X₁ → X₂ → 1,2-дибромпропан → X₃ → ацетон</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Радикальное хлорирование пропана. Преимущественно образуется 2-хлорпропан (X₁):</p><p>$CH_3-CH_2-CH_3 + Cl_2 \xrightarrow{h\nu} CH_3-CHCl-CH_3 + HCl$</p><p><strong>2.</strong> Дегидрогалогенирование 2-хлорпропана спиртовым раствором щелочи с образованием пропена (X₂):</p><p>$CH_3-CHCl-CH_3 + KOH_{(спирт)} \rightarrow CH_2=CH-CH_3 + KCl + H_2O$</p><p><strong>3.</strong> Присоединение брома к пропену по двойной связи:</p><p>$CH_2=CH-CH_3 + Br_2 \rightarrow CH_2Br-CHBr-CH_3$</p><p><strong>4.</strong> Дегидробромирование 1,2-дибромпропана избытком спиртового раствора щелочи с образованием пропина (X₃):</p><p>$CH_2Br-CHBr-CH_3 + 2KOH_{(спирт)} \xrightarrow{t} CH_3-C\equiv CH + 2KBr + 2H_2O$</p><p><strong>5.</strong> Гидратация пропина по реакции Кучерова с образованием ацетона:</p><p>$CH_3-C\equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3-CO-CH_3$</p><p><strong>Ответ:</strong> X₁ — 2-хлорпропан, X₂ — пропен, X₃ — пропин. Уравнения реакций приведены выше.</p><p><strong>в) CaC₂ → X₁ → X₂ → толуол → X₃ → бензоат натрия</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Гидролиз карбида кальция с образованием ацетилена (X₁):</p><p>$CaC_2 + 2H_2O \rightarrow C_2H_2 + Ca(OH)_2$</p><p><strong>2.</strong> Тримеризация ацетилена над активированным углем при нагревании с образованием бензола (X₂):</p><p>$3C_2H_2 \xrightarrow{C_{акт}, 600^\circ C} C_6H_6$</p><p><strong>3.</strong> Алкилирование бензола по реакции Фриделя-Крафтса для получения толуола:</p><p>$C_6H_6 + CH_3Cl \xrightarrow{AlCl_3} C_6H_5-CH_3 + HCl$</p><p><strong>4.</strong> Окисление толуола перманганатом калия в кислой среде до бензойной кислоты (X₃):</p><p>$5C_6H_5-CH_3 + 6KMnO_4 + 9H_2SO_4 \rightarrow 5C_6H_5-COOH + 3K_2SO_4 + 6MnSO_4 + 14H_2O$</p><p><strong>5.</strong> Нейтрализация бензойной кислоты гидроксидом натрия:</p><p>$C_6H_5-COOH + NaOH \rightarrow C_6H_5-COONa + H_2O$</p><p><strong>Ответ:</strong> X₁ — ацетилен, X₂ — бензол, X₃ — бензойная кислота. Уравнения реакций приведены выше.</p><p><strong>г) этилат натрия → X₁ → C₂H₄O → ацетат аммония → X₂ → ацетон</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Гидролиз этилата натрия с образованием этанола (X₁):</p><p>$CH_3-CH_2-ONa + H_2O \rightarrow CH_3-CH_2-OH + NaOH$</p><p><strong>2.</strong> Окисление этанола оксидом меди(II) до этаналя (уксусного альдегида, C₂H₄O):</p><p>$CH_3-CH_2-OH + CuO \xrightarrow{t} CH_3-CHO + Cu + H_2O$</p><p><strong>3.</strong> Реакция "серебряного зеркала" для этаналя с образованием ацетата аммония:</p><p>$CH_3-CHO + 2[Ag(NH_3)_2]OH \rightarrow CH_3-COONH_4 + 2Ag\downarrow + 3NH_3 + H_2O$</p><p><strong>4.</strong> Реакция обмена между ацетатом аммония и гидроксидом кальция с образованием ацетата кальция (X₂):</p><p>$2CH_3-COONH_4 + Ca(OH)_2 \rightarrow (CH_3-COO)_2Ca + 2NH_3\uparrow + 2H_2O$</p><p><strong>5.</strong> Пиролиз (сухая перегонка) ацетата кальция с образованием ацетона:</p><p>$(CH_3-COO)_2Ca \xrightarrow{t} CH_3-CO-CH_3 + CaCO_3$</p><p><strong>Ответ:</strong> X₁ — этанол, C₂H₄O — этаналь, X₂ — ацетат кальция. Уравнения реакций приведены выше.</p><p><strong>д) бензол → X₁ → толуол → X₂ → бензальдегид → X₃</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Электрофильное замещение в бензольном кольце (хрорирование) с образованием хлорбензола (X₁):</p><p>$C_6H_6 + Cl_2 \xrightarrow{FeCl_3} C_6H_5Cl + HCl$</p><p><strong>2.</strong> Синтез толуола по реакции Вюрца-Фиттига:</p><p>$C_6H_5Cl + 2Na + CH_3Cl \rightarrow C_6H_5-CH_3 + 2NaCl$</p><p><strong>3.</strong> Радикальное хлорирование толуола "на свету" до бензилиденхлорида (X₂):</p><p>$C_6H_5-CH_3 + 2Cl_2 \xrightarrow{h\nu} C_6H_5-CHCl_2 + 2HCl$</p><p><strong>4.</strong> Гидролиз бензилиденхлорида водой при нагревании до бензальдегида:</p><p>$C_6H_5-CHCl_2 + H_2O \xrightarrow{t} C_6H_5-CHO + 2HCl$</p><p><strong>5.</strong> Каталитическое гидрирование (восстановление) бензальдегида до бензилового спирта (X₃):</p><p>$C_6H_5-CHO + H_2 \xrightarrow{Ni, t} C_6H_5-CH_2OH$</p><p><strong>Ответ:</strong> X₁ — хлорбензол, X₂ — бензилиденхлорид, X₃ — бензиловый спирт. Уравнения реакций приведены выше.</p><p><strong>е) пропанол-1 → 1-иодпропан → пропан → X₁ → кумол → X₂ → X₃</strong></p><p><strong>Решение:</strong></p><p><strong>1.</strong> Замещение гидроксильной группы в пропаноле-1 на иод с помощью иодида фосфора(III):</p><p>$3CH_3-CH_2-CH_2OH + PI_3 \rightarrow 3CH_3-CH_2-CH_2I + H_3PO_3$</p><p><strong>2.</strong> Восстановление 1-иодпропана до пропана (например, цинком в кислой среде):</p><p>$CH_3-CH_2-CH_2I + Zn + HCl \rightarrow CH_3-CH_2-CH_3 + ZnClI$</p><p><strong>3.</strong> Каталитическое дегидрирование пропана с получением пропена (X₁):</p><p>$CH_3-CH_2-CH_3 \xrightarrow{Pt, t} CH_2=CH-CH_3 + H_2$</p><p><strong>4.</strong> Алкилирование бензола пропеном для получения кумола (изопропилбензола):</p><p>$C_6H_6 + CH_2=CH-CH_3 \xrightarrow{H_3PO_4, t} C_6H_5-CH(CH_3)_2$</p><p><strong>5.</strong> Радикальное хлорирование кумола в боковую цепь с образованием 2-хлор-2-фенилпропана (X₂):</p><p>$C_6H_5-CH(CH_3)_2 + Cl_2 \xrightarrow{h\nu} C_6H_5-C(Cl)(CH_3)_2 + HCl$</p><p><strong>6.</strong> Дегидрохлорирование 2-хлор-2-фенилпропана спиртовым раствором щелочи с образованием α-метилстирола (X₃):</p><p>$C_6H_5-C(Cl)(CH_3)_2 + KOH_{(спирт)} \rightarrow C_6H_5-C(CH_3)=CH_2 + KCl + H_2O$</p><p><strong>Ответ:</strong> X₁ — пропен, X₂ — 2-хлор-2-фенилпропан, X₃ — α-метилстирол. Уравнения реакций приведены выше.</p>"
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№1 (с. 331)
Условие. №1 (с. 331)
скриншот условия
Химия, 10 класс Учебник, авторы: Еремин Вадим Владимирович, Кузьменко Николай Егорович, Теренин Владимир Ильич, Дроздов Андрей Анатольевич, Лунин Валерий Васильевич, издательство Просвещение, Москва, 2023, белого цвета, страница 331, номер 1, Условие

1. Запишите уравнения реакций, иллюстрирующие следующие схемы превращений:

а) $C_3H_6$ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат;

б) $C_3H_8$ → $X_1$ → $X_2$ → 1,2-дибромпропан $\xrightarrow{\text{КОН, спирт}}$ $X_3$ → ацетон;

в) $CaC_2$ $\xrightarrow{t, C_{\text{акт}}}$ $X_1$ → $X_2$ → толуол → $X_3$ → бензоат натрия;

г) этилат натрия → $X_1$ → $C_2H_4O$ → ацетат аммония → $X_2$ → ацетон;

д) бензол → $X_1$ → толуол → $X_2$ → бензальдегид $\xrightarrow{\text{Ni, + H}_2}$ $X_3$;

е) пропанол-1 → 1-иодпропан → пропан → $X_1$ $\xrightarrow{\text{+ Cl}_2, \text{ hv}}$ кумол $\xrightarrow{\text{КОН, спирт}}$ $X_3$.

Решение. №1 (с. 331)
Химия, 10 класс Учебник, авторы: Еремин Вадим Владимирович, Кузьменко Николай Егорович, Теренин Владимир Ильич, Дроздов Андрей Анатольевич, Лунин Валерий Васильевич, издательство Просвещение, Москва, 2023, белого цвета, страница 331, номер 1, Решение
Химия, 10 класс Учебник, авторы: Еремин Вадим Владимирович, Кузьменко Николай Егорович, Теренин Владимир Ильич, Дроздов Андрей Анатольевич, Лунин Валерий Васильевич, издательство Просвещение, Москва, 2023, белого цвета, страница 331, номер 1, Решение (продолжение 2)
Решение 2. №1 (с. 331)

а) C₃H₆ → 1-хлорпропан → пропанол-1 → X → пропанол-2 → изопропилацетат

Решение:

1. Исходное вещество C₃H₆ — циклопропан. Реакция гидрохлорирования циклопропана с раскрытием цикла:

$c-(CH_2)_3 + HCl \rightarrow CH_3-CH_2-CH_2Cl$

2. Щелочной гидролиз 1-хлорпропана для получения пропанола-1:

$CH_3-CH_2-CH_2Cl + NaOH_{(водн.)} \rightarrow CH_3-CH_2-CH_2OH + NaCl$

3. Внутримолекулярная дегидратация пропанола-1 с образованием пропена (вещество X):

$CH_3-CH_2-CH_2OH \xrightarrow{H_2SO_4, 170^\circ C} CH_2=CH-CH_3 + H_2O$

4. Гидратация пропена (вещества X) по правилу Марковникова для получения пропанола-2:

$CH_2=CH-CH_3 + H_2O \xrightarrow{H^+} CH_3-CH(OH)-CH_3$

5. Реакция этерификации пропанола-2 (изопропилового спирта) уксусной кислотой:

$CH_3-CH(OH)-CH_3 + CH_3COOH \rightleftharpoons CH_3-COO-CH(CH_3)_2 + H_2O$

Ответ: Вещество X — пропен. Уравнения реакций приведены выше.

б) C₃H₈ → X₁ → X₂ → 1,2-дибромпропан → X₃ → ацетон

Решение:

1. Радикальное хлорирование пропана. Преимущественно образуется 2-хлорпропан (X₁):

$CH_3-CH_2-CH_3 + Cl_2 \xrightarrow{h\nu} CH_3-CHCl-CH_3 + HCl$

2. Дегидрогалогенирование 2-хлорпропана спиртовым раствором щелочи с образованием пропена (X₂):

$CH_3-CHCl-CH_3 + KOH_{(спирт)} \rightarrow CH_2=CH-CH_3 + KCl + H_2O$

3. Присоединение брома к пропену по двойной связи:

$CH_2=CH-CH_3 + Br_2 \rightarrow CH_2Br-CHBr-CH_3$

4. Дегидробромирование 1,2-дибромпропана избытком спиртового раствора щелочи с образованием пропина (X₃):

$CH_2Br-CHBr-CH_3 + 2KOH_{(спирт)} \xrightarrow{t} CH_3-C\equiv CH + 2KBr + 2H_2O$

5. Гидратация пропина по реакции Кучерова с образованием ацетона:

$CH_3-C\equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3-CO-CH_3$

Ответ: X₁ — 2-хлорпропан, X₂ — пропен, X₃ — пропин. Уравнения реакций приведены выше.

в) CaC₂ → X₁ → X₂ → толуол → X₃ → бензоат натрия

Решение:

1. Гидролиз карбида кальция с образованием ацетилена (X₁):

$CaC_2 + 2H_2O \rightarrow C_2H_2 + Ca(OH)_2$

2. Тримеризация ацетилена над активированным углем при нагревании с образованием бензола (X₂):

$3C_2H_2 \xrightarrow{C_{акт}, 600^\circ C} C_6H_6$

3. Алкилирование бензола по реакции Фриделя-Крафтса для получения толуола:

$C_6H_6 + CH_3Cl \xrightarrow{AlCl_3} C_6H_5-CH_3 + HCl$

4. Окисление толуола перманганатом калия в кислой среде до бензойной кислоты (X₃):

$5C_6H_5-CH_3 + 6KMnO_4 + 9H_2SO_4 \rightarrow 5C_6H_5-COOH + 3K_2SO_4 + 6MnSO_4 + 14H_2O$

5. Нейтрализация бензойной кислоты гидроксидом натрия:

$C_6H_5-COOH + NaOH \rightarrow C_6H_5-COONa + H_2O$

Ответ: X₁ — ацетилен, X₂ — бензол, X₃ — бензойная кислота. Уравнения реакций приведены выше.

г) этилат натрия → X₁ → C₂H₄O → ацетат аммония → X₂ → ацетон

Решение:

1. Гидролиз этилата натрия с образованием этанола (X₁):

$CH_3-CH_2-ONa + H_2O \rightarrow CH_3-CH_2-OH + NaOH$

2. Окисление этанола оксидом меди(II) до этаналя (уксусного альдегида, C₂H₄O):

$CH_3-CH_2-OH + CuO \xrightarrow{t} CH_3-CHO + Cu + H_2O$

3. Реакция "серебряного зеркала" для этаналя с образованием ацетата аммония:

$CH_3-CHO + 2[Ag(NH_3)_2]OH \rightarrow CH_3-COONH_4 + 2Ag\downarrow + 3NH_3 + H_2O$

4. Реакция обмена между ацетатом аммония и гидроксидом кальция с образованием ацетата кальция (X₂):

$2CH_3-COONH_4 + Ca(OH)_2 \rightarrow (CH_3-COO)_2Ca + 2NH_3\uparrow + 2H_2O$

5. Пиролиз (сухая перегонка) ацетата кальция с образованием ацетона:

$(CH_3-COO)_2Ca \xrightarrow{t} CH_3-CO-CH_3 + CaCO_3$

Ответ: X₁ — этанол, C₂H₄O — этаналь, X₂ — ацетат кальция. Уравнения реакций приведены выше.

д) бензол → X₁ → толуол → X₂ → бензальдегид → X₃

Решение:

1. Электрофильное замещение в бензольном кольце (хрорирование) с образованием хлорбензола (X₁):

$C_6H_6 + Cl_2 \xrightarrow{FeCl_3} C_6H_5Cl + HCl$

2. Синтез толуола по реакции Вюрца-Фиттига:

$C_6H_5Cl + 2Na + CH_3Cl \rightarrow C_6H_5-CH_3 + 2NaCl$

3. Радикальное хлорирование толуола "на свету" до бензилиденхлорида (X₂):

$C_6H_5-CH_3 + 2Cl_2 \xrightarrow{h\nu} C_6H_5-CHCl_2 + 2HCl$

4. Гидролиз бензилиденхлорида водой при нагревании до бензальдегида:

$C_6H_5-CHCl_2 + H_2O \xrightarrow{t} C_6H_5-CHO + 2HCl$

5. Каталитическое гидрирование (восстановление) бензальдегида до бензилового спирта (X₃):

$C_6H_5-CHO + H_2 \xrightarrow{Ni, t} C_6H_5-CH_2OH$

Ответ: X₁ — хлорбензол, X₂ — бензилиденхлорид, X₃ — бензиловый спирт. Уравнения реакций приведены выше.

е) пропанол-1 → 1-иодпропан → пропан → X₁ → кумол → X₂ → X₃

Решение:

1. Замещение гидроксильной группы в пропаноле-1 на иод с помощью иодида фосфора(III):

$3CH_3-CH_2-CH_2OH + PI_3 \rightarrow 3CH_3-CH_2-CH_2I + H_3PO_3$

2. Восстановление 1-иодпропана до пропана (например, цинком в кислой среде):

$CH_3-CH_2-CH_2I + Zn + HCl \rightarrow CH_3-CH_2-CH_3 + ZnClI$

3. Каталитическое дегидрирование пропана с получением пропена (X₁):

$CH_3-CH_2-CH_3 \xrightarrow{Pt, t} CH_2=CH-CH_3 + H_2$

4. Алкилирование бензола пропеном для получения кумола (изопропилбензола):

$C_6H_6 + CH_2=CH-CH_3 \xrightarrow{H_3PO_4, t} C_6H_5-CH(CH_3)_2$

5. Радикальное хлорирование кумола в боковую цепь с образованием 2-хлор-2-фенилпропана (X₂):

$C_6H_5-CH(CH_3)_2 + Cl_2 \xrightarrow{h\nu} C_6H_5-C(Cl)(CH_3)_2 + HCl$

6. Дегидрохлорирование 2-хлор-2-фенилпропана спиртовым раствором щелочи с образованием α-метилстирола (X₃):

$C_6H_5-C(Cl)(CH_3)_2 + KOH_{(спирт)} \rightarrow C_6H_5-C(CH_3)=CH_2 + KCl + H_2O$

Ответ: X₁ — пропен, X₂ — 2-хлор-2-фенилпропан, X₃ — α-метилстирол. Уравнения реакций приведены выше.

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