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Номер 3, страница 271 - гдз по химии 10 класс учебник Еремин, Кузьменко
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
Популярные ГДЗ в 10 классе
Глава 4. Кислородсодержащие органические соединения. Параграф 48. Химические свойства и методы получения карбонильных соединений - номер 3, страница 271.
App\Models\Task {#1030 // resources/views/models/task/default.blade.php #connection: "mysql" #table: "tasks" #primaryKey: "id" #keyType: "int" +incrementing: true #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:24 [ "id" => 663256 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_page_start" => "271" "field_page_end" => null "field_url" => "/10-klass/himiya/eremin-uchebnik/48-3" "field_display_title" => "3" "field_outside_task" => null "field_task_type" => Illuminate\Database\Eloquent\Collection {#1037 #items: array:1 [ 0 => App\Models\Term {#1036 #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" => 26 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "номер" "field_cases" => array:6 [ "field_accusative_case" => "номер" "field_creative_case" => "номером" "field_dative_case" => "номеру" "field_genitive_case" => "номера" "field_nominative_case" => "номер" "field_prepositional_case" => "номере" ] "field_short_name" => "№" ] #original: array:6 [ "id" => 26 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "номер" "field_cases" => array:6 [ "field_accusative_case" => "номер" "field_creative_case" => "номером" "field_dative_case" => "номеру" "field_genitive_case" => "номера" "field_nominative_case" => "номер" "field_prepositional_case" => "номере" ] "field_short_name" => "№" ] #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 "field_match" => null "breadcrumbs" => [] "edition_groups" => Illuminate\Database\Eloquent\Collection {#1035 #items: [] #escapeWhenCastingToString: false } "top_parent_branch" => Illuminate\Database\Eloquent\Collection {#1079 #items: array:1 [ 0 => App\Models\Branch {#1034 #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" => 662743 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Кислородсодержащие органические соединения" "field_branch_order" => "4" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1039 #items: array:1 [ 0 => App\Models\Term {#1038 #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" => 29 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Глава" "field_cases" => array:6 [ …6] "field_page_check_not_needed" => null "field_short_name" => null ] #original: array:7 [ "id" => 29 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Глава" "field_cases" => array:6 [ …6] "field_page_check_not_needed" => null "field_short_name" => 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_page_start" => "227" "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 {#1040 #items: array:1 [ 0 => App\Models\Book {#1041 #connection: "mysql" #table: "books" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: 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 {#1042 …2} "field_class" => Illuminate\Database\Eloquent\Collection {#1044 …2} "field_publisher" => Illuminate\Database\Eloquent\Collection {#1046 …2} "field_author" => Illuminate\Database\Eloquent\Collection {#1048 …2} "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1054 …2} "field_book_type" => Illuminate\Database\Eloquent\Collection {#1055 …2} "field_country" => Illuminate\Database\Eloquent\Collection {#1057 …2} "field_city" => Illuminate\Database\Eloquent\Collection {#1059 …2} "field_series" => Illuminate\Database\Eloquent\Collection {#1061 …2} "field_umk" => Illuminate\Database\Eloquent\Collection {#1062 …2} "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1063 …2} "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1065 …2} "field_publication_number" => "10" "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1067 …2} "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1069 …2} "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 [ …1] "field_cover_alts" => array:1 [ …1] "field_covers" => array:1 [ …1] "field_popular_book" => null "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1070 …2} "field_new_book" => Illuminate\Database\Eloquent\Collection {#1071 …2} "field_old_book" => Illuminate\Database\Eloquent\Collection {#1072 …2} "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1073 …2} "field_metatags_title" => null "field_metatags_description" => null "field_h1" => null "field_description_top" => null "field_description_bottom" => null "breadcrumbs" => array:3 [ …3] ] #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 {#1042 …2} "field_class" => Illuminate\Database\Eloquent\Collection {#1044 …2} "field_publisher" => Illuminate\Database\Eloquent\Collection {#1046 …2} "field_author" => Illuminate\Database\Eloquent\Collection {#1048 …2} "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1054 …2} "field_book_type" => Illuminate\Database\Eloquent\Collection {#1055 …2} "field_country" => Illuminate\Database\Eloquent\Collection {#1057 …2} "field_city" => Illuminate\Database\Eloquent\Collection {#1059 …2} "field_series" => Illuminate\Database\Eloquent\Collection {#1061 …2} "field_umk" => Illuminate\Database\Eloquent\Collection {#1062 …2} "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1063 …2} "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1065 …2} "field_publication_number" => "10" "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1067 …2} "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1069 …2} "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 [ …1] "field_cover_alts" => array:1 [ …1] "field_covers" => array:1 [ …1] "field_popular_book" => null "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1070 …2} "field_new_book" => Illuminate\Database\Eloquent\Collection {#1071 …2} "field_old_book" => Illuminate\Database\Eloquent\Collection {#1072 …2} "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1073 …2} "field_metatags_title" => null "field_metatags_description" => null "field_h1" => null "field_description_top" => null "field_description_bottom" => null "breadcrumbs" => array:3 [ …3] ] #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 {#1076 #items: [] #escapeWhenCastingToString: false } ] #original: array:24 [ "id" => 662743 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Кислородсодержащие органические соединения" "field_branch_order" => "4" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1039} "field_page_start" => "227" "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 {#1040} "branch_parent" => Illuminate\Database\Eloquent\Collection {#1076} ] #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 {#1120 #items: array:2 [ 0 => App\Models\Branch {#1128 #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" => 662743 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Кислородсодержащие органические соединения" "field_branch_order" => "4" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1132 #items: array:1 [ 0 => App\Models\Term {#1129 #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" => 29 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Глава" "field_cases" => array:6 [ …6] "field_page_check_not_needed" => null "field_short_name" => null ] #original: array:7 [ "id" => 29 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Глава" "field_cases" => array:6 [ …6] "field_page_check_not_needed" => null "field_short_name" => 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_page_start" => "227" "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 {#1168 #items: array:1 [ 0 => App\Models\Book {#1131 #connection: "mysql" #table: "books" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: 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 {#1133 #items: array:1 [ 0 => App\Models\Term {#1130 #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" => 6495 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Химия" "field_abbreviated_name" => null "field_cases" => array:6 [ …6] "field_foreign_lang_name" => null "field_short_name" => null "field_subject_type" => "technical_subject" "field_translit" => "himiya" ] #original: array:10 [ "id" => 6495 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Химия" "field_abbreviated_name" => null "field_cases" => array:6 [ …6] "field_foreign_lang_name" => null "field_short_name" => null "field_subject_type" => "technical_subject" "field_translit" => "himiya" ] #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_class" => Illuminate\Database\Eloquent\Collection {#1134 #items: array:1 [ 0 => App\Models\Term {#1135 #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" => 5459 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "10" "field_cases" => array:6 [ …6] "field_translit" => "desjatyj" ] #original: array:6 [ "id" => 5459 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "10" "field_cases" => array:6 [ …6] "field_translit" => "desjatyj" ] #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_publisher" => Illuminate\Database\Eloquent\Collection {#1136 #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:6 [ "id" => 5153 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Просвещение" "field_cases" => null "field_translit" => "prosveschenie" ] #original: array:6 [ "id" => 5153 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Просвещение" "field_cases" => null "field_translit" => "prosveschenie" ] #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_author" => Illuminate\Database\Eloquent\Collection {#1138 #items: array:5 [ 0 => App\Models\Term {#1139 #connection: "mysql" #table: "terms" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:12 [ "id" => 4330 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Еремин" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Вадим" "field_patronymic" => "Владимирович" "field_surname_rp" => null ] #original: array:12 [ "id" => 4330 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Еремин" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Вадим" "field_patronymic" => "Владимирович" "field_surname_rp" => null ] #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 {#1140 #connection: "mysql" #table: "terms" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:12 [ "id" => 4876 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Кузьменко" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Николай" "field_patronymic" => "Егорович" "field_surname_rp" => null ] #original: array:12 [ "id" => 4876 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Кузьменко" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Николай" "field_patronymic" => "Егорович" "field_surname_rp" => null ] #changes: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } 2 => App\Models\Term {#1141 #connection: "mysql" #table: "terms" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:12 [ "id" => 5912 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Теренин" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Владимир" "field_patronymic" => "Ильич" "field_surname_rp" => null ] #original: array:12 [ "id" => 5912 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Теренин" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Владимир" "field_patronymic" => "Ильич" "field_surname_rp" => null ] #changes: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } 3 => App\Models\Term {#1142 #connection: "mysql" #table: "terms" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:12 [ "id" => 4290 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Дроздов" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Андрей" "field_patronymic" => "Анатольевич" "field_surname_rp" => null ] #original: array:12 [ "id" => 4290 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Дроздов" "field_bio" => null "field_degree_rp" => null "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Андрей" "field_patronymic" => "Анатольевич" "field_surname_rp" => null ] #changes: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } 4 => App\Models\Term {#1143 #connection: "mysql" #table: "terms" #primaryKey: "id" #keyType: "int" +incrementing: false #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:12 [ "id" => 5031 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Лунин" "field_bio" => null "field_degree_rp" => "доктор химических наук, академика РАН" "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Валерий" "field_patronymic" => "Васильевич" "field_surname_rp" => "Лунина" ] #original: array:12 [ "id" => 5031 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "name" => "Лунин" "field_bio" => null "field_degree_rp" => "доктор химических наук, академика РАН" "field_foreign_lang_name" => null "field_foreign_lang_patronymic" => null "field_foreign_lang_surname" => null "field_name" => "Валерий" "field_patronymic" => "Васильевич" "field_surname_rp" => "Лунина" ] #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_author_foreign" => Illuminate\Database\Eloquent\Collection {#1144 #items: [] #escapeWhenCastingToString: false } "field_book_type" => Illuminate\Database\Eloquent\Collection {#1145 #items: array:1 [ 0 => App\Models\Term {#1146 #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 {#1147 #items: array:1 [ 0 => App\Models\Term {#1148 #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 {#1149 #items: array:1 [ 0 => App\Models\Term {#1150 #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 {#1151 #items: [] #escapeWhenCastingToString: false } "field_umk" => Illuminate\Database\Eloquent\Collection {#1152 #items: [] #escapeWhenCastingToString: false } "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1153 #items: array:1 [ 0 => App\Models\Term {#1154 #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 {#1155 #items: array:1 [ 0 => App\Models\Term {#1156 #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 {#1157 #items: array:1 [ 0 => App\Models\Term {#1158 #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 {#1159 #items: array:1 [ 0 => App\Models\Term {#1143} ] #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 {#1160 #items: [] #escapeWhenCastingToString: false } "field_new_book" => Illuminate\Database\Eloquent\Collection {#1161 #items: [] #escapeWhenCastingToString: false } "field_old_book" => Illuminate\Database\Eloquent\Collection {#1162 #items: [] #escapeWhenCastingToString: false } "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1163 #items: array:2 [ 0 => App\Models\Term {#1164 #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 {#1165 #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 {#1133} "field_class" => Illuminate\Database\Eloquent\Collection {#1134} "field_publisher" => Illuminate\Database\Eloquent\Collection {#1136} "field_author" => Illuminate\Database\Eloquent\Collection {#1138} "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1144} "field_book_type" => Illuminate\Database\Eloquent\Collection {#1145} "field_country" => Illuminate\Database\Eloquent\Collection {#1147} "field_city" => Illuminate\Database\Eloquent\Collection {#1149} "field_series" => Illuminate\Database\Eloquent\Collection {#1151} "field_umk" => Illuminate\Database\Eloquent\Collection {#1152} "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1153} "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1155} "field_publication_number" => "10" "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1157} "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1159} "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 {#1160} "field_new_book" => Illuminate\Database\Eloquent\Collection {#1161} "field_old_book" => Illuminate\Database\Eloquent\Collection {#1162} "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1163} "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 {#1166 #items: [] #escapeWhenCastingToString: false } ] #original: array:24 [ "id" => 662743 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Кислородсодержащие органические соединения" "field_branch_order" => "4" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1132} "field_page_start" => "227" "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 {#1168} "branch_parent" => Illuminate\Database\Eloquent\Collection {#1166} ] #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\Branch {#1167 #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" => 662749 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Химические свойства и методы получения карбонильных соединений" "field_branch_order" => "48" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1172 #items: array:1 [ 0 => App\Models\Term {#1169 #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: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } ] #escapeWhenCastingToString: false } "field_page_start" => "266" "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 {#1171 #items: array:1 [ 0 => App\Models\Book {#1131} ] #escapeWhenCastingToString: false } "branch_parent" => Illuminate\Database\Eloquent\Collection {#1170 #items: array:1 [ 0 => App\Models\Branch {#1034} ] #escapeWhenCastingToString: false } ] #original: array:24 [ "id" => 662749 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Химические свойства и методы получения карбонильных соединений" "field_branch_order" => "48" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1172} "field_page_start" => "266" "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 {#1171} "branch_parent" => Illuminate\Database\Eloquent\Collection {#1170} ] #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 {#1117 #items: array:3 [ 0 => App\Models\Element {#1110 #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" => 819012 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1102 #items: array:1 [ 0 => App\Models\Edition {#1094 #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 {#1109 …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 {#1106 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1107 …2} "field_process_formula" => "katex" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1104 …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 {#1109 …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 {#1106 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1107 …2} "field_process_formula" => "katex" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1104 …2} "field_content_source" => 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 } "task" => array:2 [ "refs" => "663256" "type" => "task" ] "text" => "<p><strong>3.</strong> Заполните таблицу, записав реакции, при помощи которых могут быть получены ацетальдегид, ацетон, ацетофенон. Учтите, что не все перечисленные карбонильные соединения могут быть получены всеми приведёнными в таблице методами.</p><table><thead><tr><th><strong>Методы получения</strong></th><th><strong>Ацетальдегид</strong></th><th><strong>Ацетон</strong></th><th><strong>Ацетофенон</strong></th></tr></thead><tbody><tr><td>Окисление спиртов</td><td></td><td></td><td></td></tr><tr><td>Гидролиз геминальных дигалогенидов</td><td></td><td></td><td></td></tr><tr><td>Гидратация алкинов</td><td></td><td></td><td></td></tr><tr><td>Декарбоксилирование солей карбоновых кислот</td><td></td><td></td><td></td></tr><tr><td>Ацилирование аренов</td><td></td><td></td><td></td></tr></tbody></table>" "img" => array:1 [ 0 => array:5 [ "name" => "3-1.jpg" "alt" => null "width" => "851" "height" => 640 "path" => "/media/himiya_10/eremin-u23/0-48/3-1.webp?ts=1738779640" ] ] ] #original: array:7 [ "id" => 819012 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1102} "task" => array:2 [ "refs" => "663256" "type" => "task" ] "text" => "<p><strong>3.</strong> Заполните таблицу, записав реакции, при помощи которых могут быть получены ацетальдегид, ацетон, ацетофенон. Учтите, что не все перечисленные карбонильные соединения могут быть получены всеми приведёнными в таблице методами.</p><table><thead><tr><th><strong>Методы получения</strong></th><th><strong>Ацетальдегид</strong></th><th><strong>Ацетон</strong></th><th><strong>Ацетофенон</strong></th></tr></thead><tbody><tr><td>Окисление спиртов</td><td></td><td></td><td></td></tr><tr><td>Гидролиз геминальных дигалогенидов</td><td></td><td></td><td></td></tr><tr><td>Гидратация алкинов</td><td></td><td></td><td></td></tr><tr><td>Декарбоксилирование солей карбоновых кислот</td><td></td><td></td><td></td></tr><tr><td>Ацилирование аренов</td><td></td><td></td><td></td></tr></tbody></table>" "img" => array:1 [ 0 => array:5 [ "name" => "3-1.jpg" "alt" => null "width" => "851" "height" => 640 "path" => "/media/himiya_10/eremin-u23/0-48/3-1.webp?ts=1738779640" ] ] ] #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\Element {#1105 #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" => 819263 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1089 #items: array:1 [ 0 => App\Models\Edition {#1103 #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 {#1101 …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 {#1098 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1099 …2} "field_process_formula" => "" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1096 …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 {#1101 …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 {#1098 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1099 …2} "field_process_formula" => "" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1096 …2} "field_content_source" => 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 } "task" => array:2 [ "refs" => "663256" "type" => "task" ] "img" => array:1 [ 0 => array:5 [ "name" => "3-1.jpg" "alt" => null "width" => "2080" "height" => 1667 "path" => "/media/himiya_10/eremin-u23/1-48/3-1.webp?ts=1738779719" ] ] ] #original: array:6 [ "id" => 819263 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1089} "task" => array:2 [ "refs" => "663256" "type" => "task" ] "img" => array:1 [ 0 => array:5 [ "name" => "3-1.jpg" "alt" => null "width" => "2080" "height" => 1667 "path" => "/media/himiya_10/eremin-u23/1-48/3-1.webp?ts=1738779719" ] ] ] #changes: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } 2 => App\Models\Element {#1097 #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" => 1515656 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1086 #items: array:1 [ 0 => App\Models\Edition {#1095 #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" => 5553 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "title" => "Решение 2" "field_order" => "3" "field_publisher" => Illuminate\Database\Eloquent\Collection {#1092 …2} "field_content_type" => "free" "field_content_mode" => "text" "field_page_content_mode" => "" "field_content_text_checked" => null "field_page_content_text_checked" => "0" "field_solution_author" => "Gemini 2.5 Pro" "field_moderator" => "tolik" "field_edition_type" => "solution" "field_root_dir" => "2-" "field_responsible" => Illuminate\Database\Eloquent\Collection {#1091 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1090 …2} "field_process_formula" => "katex" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1087 …2} "field_content_source" => null ] #original: array:21 [ "id" => 5553 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "title" => "Решение 2" "field_order" => "3" "field_publisher" => Illuminate\Database\Eloquent\Collection {#1092 …2} "field_content_type" => "free" "field_content_mode" => "text" "field_page_content_mode" => "" "field_content_text_checked" => null "field_page_content_text_checked" => "0" "field_solution_author" => "Gemini 2.5 Pro" "field_moderator" => "tolik" "field_edition_type" => "solution" "field_root_dir" => "2-" "field_responsible" => Illuminate\Database\Eloquent\Collection {#1091 …2} "field_comment" => null "field_similar_book" => Illuminate\Database\Eloquent\Collection {#1090 …2} "field_process_formula" => "katex" "field_edition_group" => Illuminate\Database\Eloquent\Collection {#1087 …2} "field_content_source" => 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 } "task" => array:2 [ "refs" => "663256" "type" => "task" ] "text" => "<p><strong>Окисление спиртов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Ацетальдегид (этаналь) получают мягким окислением первичного спирта — этанола. В качестве окислителя можно использовать оксид меди(II) при нагревании.</p><p><strong>Ответ:</strong> $CH_3CH_2OH + CuO \xrightarrow{t^\circ} CH_3CHO + Cu + H_2O$</p><p><strong>Ацетон:</strong></p><p>Ацетон (пропан-2-он) получают окислением вторичного спирта — пропанола-2.</p><p><strong>Ответ:</strong> $CH_3CH(OH)CH_3 + CuO \xrightarrow{t^\circ} CH_3COCH_3 + Cu + H_2O$</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон (метилфенилкетон) получают окислением вторичного спирта — 1-фенилэтанола.</p><p><strong>Ответ:</strong> $C_6H_5CH(OH)CH_3 + CuO \xrightarrow{t^\circ} C_6H_5COCH_3 + Cu + H_2O$</p><p><strong>Гидролиз геминальных дигалогенидов</strong></p><p><strong>Ацетальдегид:</strong></p><p>При щелочном гидролизе 1,1-дигалогенэтана (например, 1,1-дихлорэтана) образуется неустойчивый геминальный диол, который отщепляет воду с образованием ацетальдегида.</p><p><strong>Ответ:</strong> $CH_3CHCl_2 + 2NaOH_{(водн.)} \rightarrow CH_3CHO + 2NaCl + H_2O$</p><p><strong>Ацетон:</strong></p><p>При щелочном гидролизе 2,2-дигалогенпропана (например, 2,2-дихлорпропана) образуется ацетон.</p><p><strong>Ответ:</strong> $CH_3CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow CH_3COCH_3 + 2NaCl + H_2O$</p><p><strong>Ацетофенон:</strong></p><p>При щелочном гидролизе 1,1-дихлор-1-фенилэтана образуется ацетофенон.</p><p><strong>Ответ:</strong> $C_6H_5CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow C_6H_5COCH_3 + 2NaCl + H_2O$</p><p><strong>Гидратация алкинов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Гидратация ацетилена в присутствии солей ртути(II) (реакция Кучерова) приводит к образованию ацетальдегида.</p><p><strong>Ответ:</strong> $HC \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3CHO$</p><p><strong>Ацетон:</strong></p><p>Гидратация пропина по правилу Марковникова приводит к образованию ацетона.</p><p><strong>Ответ:</strong> $CH_3C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3COCH_3$</p><p><strong>Ацетофенон:</strong></p><p>Гидратация фенилацетилена также идет по правилу Марковникова, в результате чего образуется ацетофенон.</p><p><strong>Ответ:</strong> $C_6H_5C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} C_6H_5COCH_3$</p><p><strong>Декарбоксилирование солей карбоновых кислот</strong></p><p><strong>Ацетальдегид:</strong></p><p>Ацетальдегид получают при сухой перегонке (пиролизе) смеси солей муравьиной и уксусной кислот, например, их кальциевых солей.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca + (HCOO)_2Ca \xrightarrow{t^\circ} 2CH_3CHO + 2CaCO_3$</p><p><strong>Ацетон:</strong></p><p>Ацетон образуется при пиролизе соли уксусной кислоты, например, ацетата кальция.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca \xrightarrow{t^\circ} CH_3COCH_3 + CaCO_3$</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон получают при совместном пиролизе солей уксусной и бензойной кислот, например, ацетата и бензоата кальция.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca + (C_6H_5COO)_2Ca \xrightarrow{t^\circ} 2C_6H_5COCH_3 + 2CaCO_3$</p><p><strong>Ацилирование аренов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Данный метод (реакция Фриделя-Крафтса) позволяет получать только ароматические кетоны. Ацетальдегид является алифатическим альдегидом, поэтому его получение этим методом невозможно.</p><p><strong>Ответ:</strong> Реакция невозможна.</p><p><strong>Ацетон:</strong></p><p>Ацетон является алифатическим кетоном и не содержит ароматического кольца. Реакция ацилирования аренов для его синтеза не применяется.</p><p><strong>Ответ:</strong> Реакция невозможна.</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон получают ацилированием бензола ацилирующим агентом (например, ацетилхлоридом) в присутствии катализатора — кислоты Льюиса (например, $AlCl_3$).</p><p><strong>Ответ:</strong> $C_6H_6 + CH_3COCl \xrightarrow{AlCl_3} C_6H_5COCH_3 + HCl$</p>" ] #original: array:6 [ "id" => 1515656 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1086} "task" => array:2 [ "refs" => "663256" "type" => "task" ] "text" => "<p><strong>Окисление спиртов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Ацетальдегид (этаналь) получают мягким окислением первичного спирта — этанола. В качестве окислителя можно использовать оксид меди(II) при нагревании.</p><p><strong>Ответ:</strong> $CH_3CH_2OH + CuO \xrightarrow{t^\circ} CH_3CHO + Cu + H_2O$</p><p><strong>Ацетон:</strong></p><p>Ацетон (пропан-2-он) получают окислением вторичного спирта — пропанола-2.</p><p><strong>Ответ:</strong> $CH_3CH(OH)CH_3 + CuO \xrightarrow{t^\circ} CH_3COCH_3 + Cu + H_2O$</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон (метилфенилкетон) получают окислением вторичного спирта — 1-фенилэтанола.</p><p><strong>Ответ:</strong> $C_6H_5CH(OH)CH_3 + CuO \xrightarrow{t^\circ} C_6H_5COCH_3 + Cu + H_2O$</p><p><strong>Гидролиз геминальных дигалогенидов</strong></p><p><strong>Ацетальдегид:</strong></p><p>При щелочном гидролизе 1,1-дигалогенэтана (например, 1,1-дихлорэтана) образуется неустойчивый геминальный диол, который отщепляет воду с образованием ацетальдегида.</p><p><strong>Ответ:</strong> $CH_3CHCl_2 + 2NaOH_{(водн.)} \rightarrow CH_3CHO + 2NaCl + H_2O$</p><p><strong>Ацетон:</strong></p><p>При щелочном гидролизе 2,2-дигалогенпропана (например, 2,2-дихлорпропана) образуется ацетон.</p><p><strong>Ответ:</strong> $CH_3CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow CH_3COCH_3 + 2NaCl + H_2O$</p><p><strong>Ацетофенон:</strong></p><p>При щелочном гидролизе 1,1-дихлор-1-фенилэтана образуется ацетофенон.</p><p><strong>Ответ:</strong> $C_6H_5CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow C_6H_5COCH_3 + 2NaCl + H_2O$</p><p><strong>Гидратация алкинов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Гидратация ацетилена в присутствии солей ртути(II) (реакция Кучерова) приводит к образованию ацетальдегида.</p><p><strong>Ответ:</strong> $HC \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3CHO$</p><p><strong>Ацетон:</strong></p><p>Гидратация пропина по правилу Марковникова приводит к образованию ацетона.</p><p><strong>Ответ:</strong> $CH_3C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3COCH_3$</p><p><strong>Ацетофенон:</strong></p><p>Гидратация фенилацетилена также идет по правилу Марковникова, в результате чего образуется ацетофенон.</p><p><strong>Ответ:</strong> $C_6H_5C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} C_6H_5COCH_3$</p><p><strong>Декарбоксилирование солей карбоновых кислот</strong></p><p><strong>Ацетальдегид:</strong></p><p>Ацетальдегид получают при сухой перегонке (пиролизе) смеси солей муравьиной и уксусной кислот, например, их кальциевых солей.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca + (HCOO)_2Ca \xrightarrow{t^\circ} 2CH_3CHO + 2CaCO_3$</p><p><strong>Ацетон:</strong></p><p>Ацетон образуется при пиролизе соли уксусной кислоты, например, ацетата кальция.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca \xrightarrow{t^\circ} CH_3COCH_3 + CaCO_3$</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон получают при совместном пиролизе солей уксусной и бензойной кислот, например, ацетата и бензоата кальция.</p><p><strong>Ответ:</strong> $(CH_3COO)_2Ca + (C_6H_5COO)_2Ca \xrightarrow{t^\circ} 2C_6H_5COCH_3 + 2CaCO_3$</p><p><strong>Ацилирование аренов</strong></p><p><strong>Ацетальдегид:</strong></p><p>Данный метод (реакция Фриделя-Крафтса) позволяет получать только ароматические кетоны. Ацетальдегид является алифатическим альдегидом, поэтому его получение этим методом невозможно.</p><p><strong>Ответ:</strong> Реакция невозможна.</p><p><strong>Ацетон:</strong></p><p>Ацетон является алифатическим кетоном и не содержит ароматического кольца. Реакция ацилирования аренов для его синтеза не применяется.</p><p><strong>Ответ:</strong> Реакция невозможна.</p><p><strong>Ацетофенон:</strong></p><p>Ацетофенон получают ацилированием бензола ацилирующим агентом (например, ацетилхлоридом) в присутствии катализатора — кислоты Льюиса (например, $AlCl_3$).</p><p><strong>Ответ:</strong> $C_6H_6 + CH_3COCl \xrightarrow{AlCl_3} C_6H_5COCH_3 + HCl$</p>" ] #changes: [] #casts: [] #classCastCache: [] #attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } ] #escapeWhenCastingToString: false } "next" => array:2 [ "refs" => "663257" "type" => "task" ] "previous" => array:2 [ "refs" => "663255" "type" => "task" ] "book" => Illuminate\Database\Eloquent\Collection {#1113 #items: array:1 [ 0 => App\Models\Book {#1131} ] #escapeWhenCastingToString: false } "page" => 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#attributeCastCache: [] #dateFormat: null #appends: [] #dispatchesEvents: [] #observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] } ] #escapeWhenCastingToString: false } "next" => array:2 [ "refs" => "926168" "type" => "book_page" ] "previous" => array:2 [ "refs" => "926166" "type" => "book_page" ] "tasks" => Illuminate\Database\Eloquent\Collection {#1285 #items: array:6 [ 0 => App\Models\Task {#1297 #connection: "mysql" #table: "tasks" #primaryKey: "id" #keyType: "int" +incrementing: true #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:24 [ "id" => 663254 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_page_start" => "271" "field_page_end" => null "field_url" => "/10-klass/himiya/eremin-uchebnik/48-1" "field_display_title" => "1" "field_outside_task" => 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#table: "tasks" #primaryKey: "id" #keyType: "int" +incrementing: true #with: [] #withCount: [] +preventsLazyLoading: false #perPage: 15 +exists: true +wasRecentlyCreated: false #escapeWhenCastingToString: false #attributes: array:24 [ "id" => 663255 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_page_start" => "271" "field_page_end" => null "field_url" => "/10-klass/himiya/eremin-uchebnik/48-2" "field_display_title" => "2" "field_outside_task" => null "field_task_type" => Illuminate\Database\Eloquent\Collection {#1329 …2} "field_metatags_title" => null "field_metatags_description" => null "field_h1" => null "field_description_top" => null "field_description_bottom" => null "field_match" => null "breadcrumbs" => [] "edition_groups" => Illuminate\Database\Eloquent\Collection {#1330 …2} "top_parent_branch" => Illuminate\Database\Eloquent\Collection {#1331 …2} "parent_branches" => Illuminate\Database\Eloquent\Collection {#1332 …2} "content" => 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#observables: [] #relations: [] #touches: [] +timestamps: true +usesUniqueIds: false #hidden: [] #visible: [] #fillable: [] #guarded: array:1 [ 0 => "*" ] }
№3 (с. 271)
Условие. №3 (с. 271)
скриншот условия
3. Заполните таблицу, записав реакции, при помощи которых могут быть получены ацетальдегид, ацетон, ацетофенон. Учтите, что не все перечисленные карбонильные соединения могут быть получены всеми приведёнными в таблице методами.
| Методы получения | Ацетальдегид | Ацетон | Ацетофенон |
|---|---|---|---|
| Окисление спиртов | |||
| Гидролиз геминальных дигалогенидов | |||
| Гидратация алкинов | |||
| Декарбоксилирование солей карбоновых кислот | |||
| Ацилирование аренов |
Решение. №3 (с. 271)
Решение 2. №3 (с. 271)
Окисление спиртов
Ацетальдегид:
Ацетальдегид (этаналь) получают мягким окислением первичного спирта — этанола. В качестве окислителя можно использовать оксид меди(II) при нагревании.
Ответ: $CH_3CH_2OH + CuO \xrightarrow{t^\circ} CH_3CHO + Cu + H_2O$
Ацетон:
Ацетон (пропан-2-он) получают окислением вторичного спирта — пропанола-2.
Ответ: $CH_3CH(OH)CH_3 + CuO \xrightarrow{t^\circ} CH_3COCH_3 + Cu + H_2O$
Ацетофенон:
Ацетофенон (метилфенилкетон) получают окислением вторичного спирта — 1-фенилэтанола.
Ответ: $C_6H_5CH(OH)CH_3 + CuO \xrightarrow{t^\circ} C_6H_5COCH_3 + Cu + H_2O$
Гидролиз геминальных дигалогенидов
Ацетальдегид:
При щелочном гидролизе 1,1-дигалогенэтана (например, 1,1-дихлорэтана) образуется неустойчивый геминальный диол, который отщепляет воду с образованием ацетальдегида.
Ответ: $CH_3CHCl_2 + 2NaOH_{(водн.)} \rightarrow CH_3CHO + 2NaCl + H_2O$
Ацетон:
При щелочном гидролизе 2,2-дигалогенпропана (например, 2,2-дихлорпропана) образуется ацетон.
Ответ: $CH_3CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow CH_3COCH_3 + 2NaCl + H_2O$
Ацетофенон:
При щелочном гидролизе 1,1-дихлор-1-фенилэтана образуется ацетофенон.
Ответ: $C_6H_5CCl_2CH_3 + 2NaOH_{(водн.)} \rightarrow C_6H_5COCH_3 + 2NaCl + H_2O$
Гидратация алкинов
Ацетальдегид:
Гидратация ацетилена в присутствии солей ртути(II) (реакция Кучерова) приводит к образованию ацетальдегида.
Ответ: $HC \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3CHO$
Ацетон:
Гидратация пропина по правилу Марковникова приводит к образованию ацетона.
Ответ: $CH_3C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} CH_3COCH_3$
Ацетофенон:
Гидратация фенилацетилена также идет по правилу Марковникова, в результате чего образуется ацетофенон.
Ответ: $C_6H_5C \equiv CH + H_2O \xrightarrow{HgSO_4, H_2SO_4} C_6H_5COCH_3$
Декарбоксилирование солей карбоновых кислот
Ацетальдегид:
Ацетальдегид получают при сухой перегонке (пиролизе) смеси солей муравьиной и уксусной кислот, например, их кальциевых солей.
Ответ: $(CH_3COO)_2Ca + (HCOO)_2Ca \xrightarrow{t^\circ} 2CH_3CHO + 2CaCO_3$
Ацетон:
Ацетон образуется при пиролизе соли уксусной кислоты, например, ацетата кальция.
Ответ: $(CH_3COO)_2Ca \xrightarrow{t^\circ} CH_3COCH_3 + CaCO_3$
Ацетофенон:
Ацетофенон получают при совместном пиролизе солей уксусной и бензойной кислот, например, ацетата и бензоата кальция.
Ответ: $(CH_3COO)_2Ca + (C_6H_5COO)_2Ca \xrightarrow{t^\circ} 2C_6H_5COCH_3 + 2CaCO_3$
Ацилирование аренов
Ацетальдегид:
Данный метод (реакция Фриделя-Крафтса) позволяет получать только ароматические кетоны. Ацетальдегид является алифатическим альдегидом, поэтому его получение этим методом невозможно.
Ответ: Реакция невозможна.
Ацетон:
Ацетон является алифатическим кетоном и не содержит ароматического кольца. Реакция ацилирования аренов для его синтеза не применяется.
Ответ: Реакция невозможна.
Ацетофенон:
Ацетофенон получают ацилированием бензола ацилирующим агентом (например, ацетилхлоридом) в присутствии катализатора — кислоты Льюиса (например, $AlCl_3$).
Ответ: $C_6H_6 + CH_3COCl \xrightarrow{AlCl_3} C_6H_5COCH_3 + HCl$
Другие задания:
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