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Номер 2, страница 225 - 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 3. Углеводороды. Параграф 42. Галогенопроизводные углеводородов - номер 2, страница 225.
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" => 663191 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_page_start" => "225" "field_page_end" => null "field_url" => "/10-klass/himiya/eremin-uchebnik/42-2" "field_display_title" => "2" "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" => 662723 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Углеводороды" "field_branch_order" => "3" "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 [ "field_accusative_case" => "Главу" "field_creative_case" => "Главой" "field_dative_case" => "Главе" "field_genitive_case" => "Главы" "field_nominative_case" => "Глава" "field_prepositional_case" => "Главе" ] "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 [ "field_accusative_case" => "Главу" "field_creative_case" => "Главой" "field_dative_case" => "Главе" "field_genitive_case" => "Главы" "field_nominative_case" => "Глава" "field_prepositional_case" => "Главе" ] "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" => "139" "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 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_class" => Illuminate\Database\Eloquent\Collection {#1044 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_publisher" => Illuminate\Database\Eloquent\Collection {#1046 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_author" => Illuminate\Database\Eloquent\Collection {#1048 #items: array:5 [ …5] #escapeWhenCastingToString: false } "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1054 #items: [] #escapeWhenCastingToString: false } "field_book_type" => Illuminate\Database\Eloquent\Collection {#1055 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_country" => Illuminate\Database\Eloquent\Collection {#1057 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_city" => Illuminate\Database\Eloquent\Collection {#1059 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_series" => Illuminate\Database\Eloquent\Collection {#1061 #items: [] #escapeWhenCastingToString: false } "field_umk" => Illuminate\Database\Eloquent\Collection {#1062 #items: [] #escapeWhenCastingToString: false } "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1063 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1065 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_publication_number" => "10" "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1067 #items: array:1 [ …1] #escapeWhenCastingToString: false } "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1069 #items: array:1 [ …1] #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 [ …4] ] "field_popular_book" => null "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1070 #items: [] #escapeWhenCastingToString: false } "field_new_book" => Illuminate\Database\Eloquent\Collection {#1071 #items: [] #escapeWhenCastingToString: false } "field_old_book" => Illuminate\Database\Eloquent\Collection {#1072 #items: [] #escapeWhenCastingToString: false } "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1073 #items: array:2 [ …2] #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 {#1042} "field_class" => Illuminate\Database\Eloquent\Collection {#1044} "field_publisher" => Illuminate\Database\Eloquent\Collection {#1046} "field_author" => Illuminate\Database\Eloquent\Collection {#1048} "field_author_foreign" => Illuminate\Database\Eloquent\Collection {#1054} "field_book_type" => Illuminate\Database\Eloquent\Collection {#1055} "field_country" => Illuminate\Database\Eloquent\Collection {#1057} "field_city" => Illuminate\Database\Eloquent\Collection {#1059} "field_series" => Illuminate\Database\Eloquent\Collection {#1061} "field_umk" => Illuminate\Database\Eloquent\Collection {#1062} "field_level_of_education" => Illuminate\Database\Eloquent\Collection {#1063} "field_standart_of_education" => Illuminate\Database\Eloquent\Collection {#1065} "field_publication_number" => "10" "field_publication_type" => Illuminate\Database\Eloquent\Collection {#1067} "field_under_the_edition" => Illuminate\Database\Eloquent\Collection {#1069} "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 [ …4] ] "field_popular_book" => null "field_recommended_books" => Illuminate\Database\Eloquent\Collection {#1070} "field_new_book" => Illuminate\Database\Eloquent\Collection {#1071} "field_old_book" => Illuminate\Database\Eloquent\Collection {#1072} "field_url" => "/10-klass/himiya/eremin-uchebnik" "field_cover_color" => Illuminate\Database\Eloquent\Collection {#1073} "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 {#1076 #items: [] #escapeWhenCastingToString: false } ] #original: array:24 [ "id" => 662723 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Углеводороды" "field_branch_order" => "3" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1039} "field_page_start" => "139" "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" => 662723 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Углеводороды" "field_branch_order" => "3" "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 [ "field_accusative_case" => "Главу" "field_creative_case" => "Главой" "field_dative_case" => "Главе" "field_genitive_case" => "Главы" "field_nominative_case" => "Глава" "field_prepositional_case" => "Главе" ] "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 [ "field_accusative_case" => "Главу" "field_creative_case" => "Главой" "field_dative_case" => "Главе" "field_genitive_case" => "Главы" "field_nominative_case" => "Глава" "field_prepositional_case" => "Главе" ] "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" => "139" "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" => 662723 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Углеводороды" "field_branch_order" => "3" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1132} "field_page_start" => "139" "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" => 662742 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Галогенопроизводные углеводородов" "field_branch_order" => "42" "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 [ "field_accusative_case" => "Параграф" "field_creative_case" => "Параграфом" "field_dative_case" => "Параграфу" "field_genitive_case" => "Параграфа" "field_nominative_case" => "Параграф" "field_prepositional_case" => "Параграфе" ] "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 [ "field_accusative_case" => "Параграф" "field_creative_case" => "Параграфом" "field_dative_case" => "Параграфу" "field_genitive_case" => "Параграфа" "field_nominative_case" => "Параграф" "field_prepositional_case" => "Параграфе" ] "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" => "219" "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" => 662742 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "field_display_title" => "Галогенопроизводные углеводородов" "field_branch_order" => "42" "field_url" => null "field_branch_type" => Illuminate\Database\Eloquent\Collection {#1172} "field_page_start" => "219" "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" => 818896 "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 #items: array:1 [ …1] #escapeWhenCastingToString: false } "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 #items: [] #escapeWhenCastingToString: false } "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} "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} "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" => "663191" "type" => "task" ] "text" => "<p><strong>2.</strong> Приведите примеры реакций нуклеофильного замещения с участием галогенопроизводных углеводородов.</p>" "img" => array:1 [ 0 => array:5 [ "name" => "2-1.jpg" "alt" => null "width" => "853" "height" => 106 "path" => "/media/himiya_10/eremin-u23/0-42/2-1.webp?ts=1738779615" ] ] ] #original: array:7 [ "id" => 818896 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1102} "task" => array:2 [ "refs" => "663191" "type" => "task" ] "text" => "<p><strong>2.</strong> Приведите примеры реакций нуклеофильного замещения с участием галогенопроизводных углеводородов.</p>" "img" => array:1 [ 0 => array:5 [ "name" => "2-1.jpg" "alt" => null "width" => "853" "height" => 106 "path" => "/media/himiya_10/eremin-u23/0-42/2-1.webp?ts=1738779615" ] ] ] #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" => 819139 "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" => "663191" "type" => "task" ] "img" => array:1 [ 0 => array:5 [ "name" => "2-1.jpg" "alt" => null "width" => "1815" "height" => 370 "path" => "/media/himiya_10/eremin-u23/1-42/2-1.webp?ts=1738779689" ] ] ] #original: array:6 [ "id" => 819139 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1089} "task" => array:2 [ "refs" => "663191" "type" => "task" ] "img" => array:1 [ 0 => array:5 [ "name" => "2-1.jpg" "alt" => null "width" => "1815" "height" => 370 "path" => "/media/himiya_10/eremin-u23/1-42/2-1.webp?ts=1738779689" ] ] ] #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" => 1515595 "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" => "663191" "type" => "task" ] "text" => "<p>Реакции нуклеофильного замещения (обозначаются как $S_N$) — это тип химических реакций, в которых атакующий реагент (нуклеофил) замещает уходящую группу в молекуле субстрата. В случае галогенопроизводных углеводородов (галогеналканов) субстратом является сама молекула галогеналкана, уходящей группой — атом галогена, а электрофильным центром, который атакует нуклеофил, — атом углерода, связанный с галогеном.</p><p>Связь углерод-галоген ($C-Hal$) является полярной, так как галогены более электроотрицательны, чем углерод. Это приводит к возникновению на атоме углерода частичного положительного заряда ($ \delta^+ $), а на атоме галогена — частичного отрицательного заряда ($ \delta^- $). Нуклеофил — это частица (ион или молекула) с неподеленной электронной парой, которая атакует электрофильный атом углерода, вытесняя галогенид-ион.</p><p>Общая схема реакции выглядит следующим образом:</p><p>$R-X + Nu:^- \rightarrow R-Nu + X:^-$</p><p>где $R$ — углеводородный радикал, $X$ — атом галогена, $Nu:^-$ — нуклеофил.</p><p>Ниже приведены конкретные примеры таких реакций.</p><p><strong>1.</strong> Гидролиз (взаимодействие с водным раствором щелочи)</p><p>При взаимодействии галогеналканов с водными растворами щелочей ($NaOH$, $KOH$) или просто с водой (в более жестких условиях) атом галогена замещается на гидроксогруппу ($-OH$). Продуктами реакции являются спирты. Нуклеофилом в данном случае выступает гидроксид-ион $OH^-$.</p><p><em>Пример:</em> гидролиз бромэтана водным раствором гидроксида натрия с образованием этанола.</p><p>$CH_3CH_2Br + NaOH_{ (водн.) } \xrightarrow{t} CH_3CH_2OH + NaBr$</p><p><strong>Ответ:</strong> Примером реакции нуклеофильного замещения является гидролиз бромэтана водным раствором щелочи с образованием этанола.</p><p><strong>2.</strong> Синтез простых эфиров по Вильямсону (взаимодействие с алкоголятами)</p><p>Галогеналканы реагируют с алкоголятами металлов ($RONa$, где $R$ — алкильный радикал) с образованием простых эфиров. Нуклеофилом является алкоксид-ион $RO^-$.</p><p><em>Пример:</em> реакция йодметана с этилатом натрия, в результате которой образуется метилэтиловый эфир.</p><p>$CH_3I + CH_3CH_2ONa \rightarrow CH_3-O-CH_2CH_3 + NaI$</p><p><strong>Ответ:</strong> Примером является синтез простых эфиров по реакции Вильямсона, например, получение метилэтилового эфира из йодметана и этилата натрия.</p><p><strong>3.</strong> Синтез нитрилов (взаимодействие с цианидами)</p><p>Реакция галогеналканов с цианидами щелочных металлов ($KCN$, $NaCN$) в спиртовом растворе приводит к замене галогена на цианогруппу ($-CN$). В результате образуются нитрилы. Эта реакция важна, так как позволяет удлинить углеродную цепь на один атом углерода. Нуклеофил — цианид-ион $CN^-$.</p><p><em>Пример:</em> взаимодействие хлорэтана с цианидом калия с образованием пропаннитрила.</p><p>$CH_3CH_2Cl + KCN \xrightarrow{C_2H_5OH, t} CH_3CH_2CN + KCl$</p><p><strong>Ответ:</strong> Примером служит реакция хлорэтана с цианидом калия, в результате которой удлиняется углеродная цепь и образуется пропаннитрил.</p><p><strong>4.</strong> Синтез аминов (взаимодействие с аммиаком)</p><p>При взаимодействии галогеналканов с аммиаком ($NH_3$) атом галогена замещается на аминогруппу ($-NH_2$). Молекула аммиака, имеющая неподеленную электронную пару на атоме азота, выступает в роли нуклеофила. Реакция обычно приводит к смеси продуктов (первичных, вторичных, третичных аминов и четвертичных аммониевых солей), но при использовании избытка аммиака можно преимущественно получить первичный амин.</p><p><em>Пример:</em> реакция бромэтана с избытком аммиака с образованием этиламина.</p><p>$CH_3CH_2Br + 2NH_3(изб.) \rightarrow CH_3CH_2NH_2 + NH_4Br$</p><p><strong>Ответ:</strong> Примером является синтез аминов путем алкилирования аммиака галогеналканами, например, получение этиламина из бромэтана и аммиака.</p><p><strong>5.</strong> Синтез сложных эфиров (взаимодействие с солями карбоновых кислот)</p><p>Галогеналканы реагируют с солями карбоновых кислот (карбоксилатами), образуя сложные эфиры. Нуклеофилом в этой реакции является карбоксилат-анион $R-COO^-$.</p><p><em>Пример:</em> реакция бромэтана с ацетатом натрия с образованием этилацетата (этилового эфира уксусной кислоты).</p><p>$CH_3CH_2Br + CH_3COONa \rightarrow CH_3COOCH_2CH_3 + NaBr$</p><p><strong>Ответ:</strong> Примером служит получение сложного эфира, этилацетата, при взаимодействии бромэтана и ацетата натрия.</p>" ] #original: array:6 [ "id" => 1515595 "created_at" => "2026-04-10 13:58:26" "updated_at" => null "edition" => Illuminate\Database\Eloquent\Collection {#1086} "task" => array:2 [ "refs" => "663191" "type" => "task" ] "text" => "<p>Реакции нуклеофильного замещения (обозначаются как $S_N$) — это тип химических реакций, в которых атакующий реагент (нуклеофил) замещает уходящую группу в молекуле субстрата. В случае галогенопроизводных углеводородов (галогеналканов) субстратом является сама молекула галогеналкана, уходящей группой — атом галогена, а электрофильным центром, который атакует нуклеофил, — атом углерода, связанный с галогеном.</p><p>Связь углерод-галоген ($C-Hal$) является полярной, так как галогены более электроотрицательны, чем углерод. Это приводит к возникновению на атоме углерода частичного положительного заряда ($ \delta^+ $), а на атоме галогена — частичного отрицательного заряда ($ \delta^- $). Нуклеофил — это частица (ион или молекула) с неподеленной электронной парой, которая атакует электрофильный атом углерода, вытесняя галогенид-ион.</p><p>Общая схема реакции выглядит следующим образом:</p><p>$R-X + Nu:^- \rightarrow R-Nu + X:^-$</p><p>где $R$ — углеводородный радикал, $X$ — атом галогена, $Nu:^-$ — нуклеофил.</p><p>Ниже приведены конкретные примеры таких реакций.</p><p><strong>1.</strong> Гидролиз (взаимодействие с водным раствором щелочи)</p><p>При взаимодействии галогеналканов с водными растворами щелочей ($NaOH$, $KOH$) или просто с водой (в более жестких условиях) атом галогена замещается на гидроксогруппу ($-OH$). Продуктами реакции являются спирты. Нуклеофилом в данном случае выступает гидроксид-ион $OH^-$.</p><p><em>Пример:</em> гидролиз бромэтана водным раствором гидроксида натрия с образованием этанола.</p><p>$CH_3CH_2Br + NaOH_{ (водн.) } \xrightarrow{t} CH_3CH_2OH + NaBr$</p><p><strong>Ответ:</strong> Примером реакции нуклеофильного замещения является гидролиз бромэтана водным раствором щелочи с образованием этанола.</p><p><strong>2.</strong> Синтез простых эфиров по Вильямсону (взаимодействие с алкоголятами)</p><p>Галогеналканы реагируют с алкоголятами металлов ($RONa$, где $R$ — алкильный радикал) с образованием простых эфиров. Нуклеофилом является алкоксид-ион $RO^-$.</p><p><em>Пример:</em> реакция йодметана с этилатом натрия, в результате которой образуется метилэтиловый эфир.</p><p>$CH_3I + CH_3CH_2ONa \rightarrow CH_3-O-CH_2CH_3 + NaI$</p><p><strong>Ответ:</strong> Примером является синтез простых эфиров по реакции Вильямсона, например, получение метилэтилового эфира из йодметана и этилата натрия.</p><p><strong>3.</strong> Синтез нитрилов (взаимодействие с цианидами)</p><p>Реакция галогеналканов с цианидами щелочных металлов ($KCN$, $NaCN$) в спиртовом растворе приводит к замене галогена на цианогруппу ($-CN$). В результате образуются нитрилы. Эта реакция важна, так как позволяет удлинить углеродную цепь на один атом углерода. Нуклеофил — цианид-ион $CN^-$.</p><p><em>Пример:</em> взаимодействие хлорэтана с цианидом калия с образованием пропаннитрила.</p><p>$CH_3CH_2Cl + KCN \xrightarrow{C_2H_5OH, t} CH_3CH_2CN + KCl$</p><p><strong>Ответ:</strong> Примером служит реакция хлорэтана с цианидом калия, в результате которой удлиняется углеродная цепь и образуется пропаннитрил.</p><p><strong>4.</strong> Синтез аминов (взаимодействие с аммиаком)</p><p>При взаимодействии галогеналканов с аммиаком ($NH_3$) атом галогена замещается на аминогруппу ($-NH_2$). Молекула аммиака, имеющая неподеленную электронную пару на атоме азота, выступает в роли нуклеофила. Реакция обычно приводит к смеси продуктов (первичных, вторичных, третичных аминов и четвертичных аммониевых солей), но при использовании избытка аммиака можно преимущественно получить первичный амин.</p><p><em>Пример:</em> реакция бромэтана с избытком аммиака с образованием этиламина.</p><p>$CH_3CH_2Br + 2NH_3(изб.) \rightarrow CH_3CH_2NH_2 + NH_4Br$</p><p><strong>Ответ:</strong> Примером является синтез аминов путем алкилирования аммиака галогеналканами, например, получение этиламина из бромэтана и аммиака.</p><p><strong>5.</strong> Синтез сложных эфиров (взаимодействие с солями карбоновых кислот)</p><p>Галогеналканы реагируют с солями карбоновых кислот (карбоксилатами), образуя сложные эфиры. Нуклеофилом в этой реакции является карбоксилат-анион $R-COO^-$.</p><p><em>Пример:</em> реакция бромэтана с ацетатом натрия с образованием этилацетата (этилового эфира уксусной кислоты).</p><p>$CH_3CH_2Br + CH_3COONa \rightarrow CH_3COOCH_2CH_3 + NaBr$</p><p><strong>Ответ:</strong> Примером служит получение сложного эфира, этилацетата, при взаимодействии бромэтана и ацетата натрия.</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" => "663192" "type" => "task" ] "previous" => array:2 [ "refs" => "663190" "type" => "task" ] "book" => Illuminate\Database\Eloquent\Collection {#1113 #items: array:1 [ 0 => App\Models\Book {#1131} ] #escapeWhenCastingToString: false } "page" => 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№2 (с. 225)
Условие. №2 (с. 225)
скриншот условия
2. Приведите примеры реакций нуклеофильного замещения с участием галогенопроизводных углеводородов.
Решение. №2 (с. 225)
Решение 2. №2 (с. 225)
Реакции нуклеофильного замещения (обозначаются как $S_N$) — это тип химических реакций, в которых атакующий реагент (нуклеофил) замещает уходящую группу в молекуле субстрата. В случае галогенопроизводных углеводородов (галогеналканов) субстратом является сама молекула галогеналкана, уходящей группой — атом галогена, а электрофильным центром, который атакует нуклеофил, — атом углерода, связанный с галогеном.
Связь углерод-галоген ($C-Hal$) является полярной, так как галогены более электроотрицательны, чем углерод. Это приводит к возникновению на атоме углерода частичного положительного заряда ($ \delta^+ $), а на атоме галогена — частичного отрицательного заряда ($ \delta^- $). Нуклеофил — это частица (ион или молекула) с неподеленной электронной парой, которая атакует электрофильный атом углерода, вытесняя галогенид-ион.
Общая схема реакции выглядит следующим образом:
$R-X + Nu:^- \rightarrow R-Nu + X:^-$
где $R$ — углеводородный радикал, $X$ — атом галогена, $Nu:^-$ — нуклеофил.
Ниже приведены конкретные примеры таких реакций.
1. Гидролиз (взаимодействие с водным раствором щелочи)
При взаимодействии галогеналканов с водными растворами щелочей ($NaOH$, $KOH$) или просто с водой (в более жестких условиях) атом галогена замещается на гидроксогруппу ($-OH$). Продуктами реакции являются спирты. Нуклеофилом в данном случае выступает гидроксид-ион $OH^-$.
Пример: гидролиз бромэтана водным раствором гидроксида натрия с образованием этанола.
$CH_3CH_2Br + NaOH_{ (водн.) } \xrightarrow{t} CH_3CH_2OH + NaBr$
Ответ: Примером реакции нуклеофильного замещения является гидролиз бромэтана водным раствором щелочи с образованием этанола.
2. Синтез простых эфиров по Вильямсону (взаимодействие с алкоголятами)
Галогеналканы реагируют с алкоголятами металлов ($RONa$, где $R$ — алкильный радикал) с образованием простых эфиров. Нуклеофилом является алкоксид-ион $RO^-$.
Пример: реакция йодметана с этилатом натрия, в результате которой образуется метилэтиловый эфир.
$CH_3I + CH_3CH_2ONa \rightarrow CH_3-O-CH_2CH_3 + NaI$
Ответ: Примером является синтез простых эфиров по реакции Вильямсона, например, получение метилэтилового эфира из йодметана и этилата натрия.
3. Синтез нитрилов (взаимодействие с цианидами)
Реакция галогеналканов с цианидами щелочных металлов ($KCN$, $NaCN$) в спиртовом растворе приводит к замене галогена на цианогруппу ($-CN$). В результате образуются нитрилы. Эта реакция важна, так как позволяет удлинить углеродную цепь на один атом углерода. Нуклеофил — цианид-ион $CN^-$.
Пример: взаимодействие хлорэтана с цианидом калия с образованием пропаннитрила.
$CH_3CH_2Cl + KCN \xrightarrow{C_2H_5OH, t} CH_3CH_2CN + KCl$
Ответ: Примером служит реакция хлорэтана с цианидом калия, в результате которой удлиняется углеродная цепь и образуется пропаннитрил.
4. Синтез аминов (взаимодействие с аммиаком)
При взаимодействии галогеналканов с аммиаком ($NH_3$) атом галогена замещается на аминогруппу ($-NH_2$). Молекула аммиака, имеющая неподеленную электронную пару на атоме азота, выступает в роли нуклеофила. Реакция обычно приводит к смеси продуктов (первичных, вторичных, третичных аминов и четвертичных аммониевых солей), но при использовании избытка аммиака можно преимущественно получить первичный амин.
Пример: реакция бромэтана с избытком аммиака с образованием этиламина.
$CH_3CH_2Br + 2NH_3(изб.) \rightarrow CH_3CH_2NH_2 + NH_4Br$
Ответ: Примером является синтез аминов путем алкилирования аммиака галогеналканами, например, получение этиламина из бромэтана и аммиака.
5. Синтез сложных эфиров (взаимодействие с солями карбоновых кислот)
Галогеналканы реагируют с солями карбоновых кислот (карбоксилатами), образуя сложные эфиры. Нуклеофилом в этой реакции является карбоксилат-анион $R-COO^-$.
Пример: реакция бромэтана с ацетатом натрия с образованием этилацетата (этилового эфира уксусной кислоты).
$CH_3CH_2Br + CH_3COONa \rightarrow CH_3COOCH_2CH_3 + NaBr$
Ответ: Примером служит получение сложного эфира, этилацетата, при взаимодействии бромэтана и ацетата натрия.
Другие задания:
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