Octet / Reactions

Gabriel Synthesis

Included in Reactions.

Substitution

Source Details

Id

gabriel-synthesis

Name
{
  "en": "Gabriel Synthesis",
  "ar": "Gabriel تحضير",
  "cs": "Gabriel Synteza",
  "da": "Gabriel Syntese",
  "de": "Gabriel Synthese",
  "el": "Gabriel Σύνθεση",
  "es-419": "Síntesis de Gabriel",
  "es-ES": "Síntesis de Gabriel",
  "es": "Síntesis de Gabriel",
  "fi": "Gabriel Synteesi",
  "fr": "Synthèse de Gabriel",
  "he": "Gabriel סינתזה",
  "hr": "Gabriel Sinteza",
  "hu": "Gabriel Szbantézis",
  "id": "Sintesis Gabriel",
  "it": "Sintesi di Gabriel",
  "ja": "Gabriel合成",
  "ko": "Gabriel 합성",
  "lv": "Gabriel Sinteze",
  "nb": "Gabriel Syntese",
  "nl": "Gabriel Synthese",
  "pl": "Gabriel Synteza",
  "pt-BR": "Síntese de Gabriel",
  "pt-PT": "Síntese de Gabriel",
  "ro": "Sinteză de Gabriel",
  "ru": "Gabriel Синтез",
  "sk": "Gabriel Synteza",
  "sl": "Gabriel Sinteza",
  "sv": "Gabriel Syntes",
  "th": "การสังเคราะห์ Gabriel",
  "tr": "Gabriel Sentez",
  "uk": "Gabriel Синтез",
  "vi": "Tổng hợp Gabriel",
  "zh-Hans": "Gabriel 合成",
  "zh": "Gabriel 合成"
}
Type
{
  "en": "Substitution",
  "ar": "استبدال",
  "cs": "Substituce",
  "da": "Substitution",
  "de": "Substitution",
  "el": "Υποκατάσταση",
  "es-419": "Sustitución",
  "es-ES": "Sustitución",
  "es": "Sustitución",
  "fi": "Substituutio",
  "fr": "Substitution",
  "he": "התמרה",
  "hr": "Supstitucija",
  "hu": "Szubsztitúció",
  "id": "Substitusi",
  "it": "Sostituzione",
  "ja": "置換",
  "ko": "치환",
  "lv": "Aizvietošana",
  "nb": "Substitusjon",
  "nl": "Substitutie",
  "pl": "Substytucja",
  "pt-BR": "Substituição",
  "pt-PT": "Substituição",
  "ro": "Substituție",
  "ru": "Замещение",
  "sk": "Substitúcia",
  "sl": "Substitucija",
  "sv": "Substitution",
  "th": "การแทนที่",
  "tr": "Yer değiştirme",
  "uk": "Заміщення",
  "vi": "Thế",
  "zh-Hans": "取代",
  "zh": "取代"
}
Starting Material

O=C1c2ccccc2C(=O)N1

Product

CCN

Reagents

R-X (1° alkyl halide), then N₂H₄ or NaOH/heat

Mechanism
[
  {
    "smiles": "O=C1c2ccccc2C(=O)N1",
    "description": {
      "en": "Potassium phthalimide (phthalimide + KOH)",
      "ar": "Potassium phthalimide (phthalimide + KOH)",
      "cs": "Draselny phthalimide (phthalimide + KOH)",
      "da": "Kaliumphthalimid (phthalimid + KOH)",
      "de": "Kaliumphthalimid (Phthalimid + KOH)",
      "el": "Potωςsium phthalimide (phthalimide + KOH)",
      "es-419": "Ftalimida de potasio (ftalimida + KOH)",
      "es-ES": "Ftalimida de potasio (ftalimida + KOH)",
      "es": "Ftalimida de potasio (ftalimida + KOH)",
      "fi": "Kaliumftalimidi (ftalimidi + KOH)",
      "fr": "Phtalimide de potassium (phtalimide + KOH)",
      "he": "Potassium phthalimide (phthalimide + KOH)",
      "hr": "Kalijev phthalimide (phthalimide + KOH)",
      "hu": "Potmintsium phthalimide (phthalimide + KOH)",
      "id": "Kalium ftalimida (ftalimida + KOH)",
      "it": "Ftalimmide di potassio (ftalimmide + KOH)",
      "ja": "フタルイミドカリウム(フタルイミド + KOH)",
      "ko": "포타슘 프탈이미드(프탈이미드 + KOH)",
      "lv": "Kalija phthalimide (phthalimide + KOH)",
      "nb": "Kaliumftalimid (ftalimid + KOH)",
      "nl": "Kaliumftalimide (ftalimide + KOH)",
      "pl": "Potasowy phthalimide (phthalimide + KOH)",
      "pt-BR": "Ftalimida de potássio (ftalimida + KOH)",
      "pt-PT": "Ftalimida de potássio (ftalimida + KOH)",
      "ro": "Ftalimidă de potasiu (ftalimidă + KOH)",
      "ru": "Калий phthalimide (phthalimide + KOH)",
      "sk": "Draselny phthalimide (phthalimide + KOH)",
      "sl": "Kalijev phthalimide (phthalimide + KOH)",
      "sv": "Kaliumftalimid (ftalimid + KOH)",
      "th": "โพแทสเซียมฟทาลิไมด์ (ฟทาลิไมด์ + KOH)",
      "tr": "Potolaraksium phthalimide (phthalimide + KOH)",
      "uk": "Калій phthalimide (phthalimide + KOH)",
      "vi": "Kali phthalimide (phthalimide + KOH)",
      "zh-Hans": "邻苯二甲酰亚胺钾(邻苯二甲酰亚胺 + KOH)",
      "zh": "邻苯二甲酰亚胺钾(邻苯二甲酰亚胺 + KOH)"
    }
  },
  {
    "smiles": "O=C1c2ccccc2C(=O)N1CC",
    "description": {
      "en": "SN2 with alkyl halide",
      "ar": "SN2 مع ألكيل هاليد",
      "cs": "SN2 s alkyl halogenid",
      "da": "SN2 med alkyl halid",
      "de": "SN2 mit alkyl Halogenid",
      "el": "SN2 με alkyl αλογονίδιο",
      "es-419": "SN2 con haluro de alquilo",
      "es-ES": "SN2 con haluro de alquilo",
      "es": "SN2 con haluro de alquilo",
      "fi": "SN2 kanssa alkyl halidi",
      "fr": "SN2 avec halogénure d'alkyle",
      "he": "SN2 עם אלקיל הליד",
      "hr": "SN2 s alkil halogenid",
      "hu": "SN2 vele alkyl halogenid",
      "id": "SN2 dengan alkil halida",
      "it": "SN2 con alogenuro alchilico",
      "ja": "アルキルハライドとのSN2",
      "ko": "알킬 할라이드와 SN2",
      "lv": "SN2 ar alkil halogenids",
      "nb": "SN2 med alkyl halid",
      "nl": "SN2 met alkyl halide",
      "pl": "SN2 z alkil halogenek",
      "pt-BR": "SN2 com haleto de alquila",
      "pt-PT": "SN2 com haleto de alquila",
      "ro": "SN2 cu halogenură de alchil",
      "ru": "SN2 с алкил галогенид",
      "sk": "SN2 s alkyl halogenid",
      "sl": "SN2 z alkil halogenid",
      "sv": "SN2 med alkyl halid",
      "th": "SN2 กับแอลคิลเฮไลด์",
      "tr": "SN2 ile alkyl halojenür",
      "uk": "SN2 з алкіл галогенід",
      "vi": "SN2 với halide alkyl",
      "zh-Hans": "与卤代烷发生 SN2",
      "zh": "与卤代烷发生 SN2"
    }
  },
  {
    "smiles": "CCN",
    "description": {
      "en": "Hydrazine cleaves to release 1° amine",
      "ar": "Hydrazine يشطر إلى إطلاق 1° أمين",
      "cs": "Hydrazine cleaves na release 1° amin",
      "da": "Hydrazine cleaves til release 1° amin",
      "de": "Hydrazine cleaves zu release 1° Amin",
      "el": "Hydrazσεe cleaves σε releωςe 1° αμίνη",
      "es-419": "Hydrazine cleaves a release 1° amina",
      "es-ES": "Hydrazine cleaves a release 1° amina",
      "es": "Hydrazine cleaves a release 1° amina",
      "fi": "Hydrazine cleaves kohti release 1° amiini",
      "fr": "Hydrazine cleaves en release 1° amine",
      "he": "Hydrazine מבקע ל שחרור 1° אמין",
      "hr": "H...
Tips
[
  {
    "en": "Makes pure PRIMARY amines (no over-alkylation)",
    "ar": "يصنع pure PRIMARY أمينات (لا over-alkylation)",
    "cs": "Cini pure PRIMARY aminy (bez over-alkylace)",
    "da": "Danner rene PRIMÆRE aminer (ingen overalkylering)",
    "de": "Erzeugt reine PRIMÄRE Amine (keine Überalkylierung)",
    "el": "Makes pure PRIMARY αμίνες (όχι over-alkylσεiσε)",
    "es-419": "Makes pure PRIMARIO aminas (no over-alkylation)",
    "es-ES": "Makes pure PRIMARIO aminas (no over-alkylation)",
    "es": "Makes pure PRIMARIO aminas (no over-alkylation)",
    "fi": "Tuottaa puhtaita PRIMAARISIA amiineja (ei ylialkylointia)",
    "fr": "Makes pure PRIMAIRE amines (no over-alkylation)",
    "he": "יוצר pure PRIMARY אמינים (אין over-alkylation)",
    "hr": "Cini pure PRIMARY amini (bez over-alkilacija)",
    "hu": "Makes pure PRIMARY ambanbancsk (nbancs over-alkylnálion)",
    "id": "Membuat amina PRIMER murni (tanpa alkilasi berlebih)",
    "it": "Makes pure PRIMARIO ammine (no over-alkylation)",
    "ja": "純粋な第一級アミンを作る(過アルキル化なし)",
    "ko": "순수한 1차 아민을 만듦(과알킬화 없음)",
    "lv": "Padara pure PRIMARY amini (nav over-alkilesana)",
    "nb": "Danner rene PRIMÆRE aminer (ingen overalkylering)",
    "nl": "Maakt zuivere PRIMAIRE aminen (geen overalkylering)",
    "pl": "Czyni pure PRIMARY aminy (brak over-alkilacja)",
    "pt-BR": "Makes pure PRIMÁRIO aminas (no over-alkylation)",
    "pt-PT": "Makes pure PRIMÁRIO aminas (no over-alkylation)",
    "ro": "Makes pure PRIMAR amină (no over-alkylation)",
    "ru": "Делает pure PRIMARY амины (нет over-алкилирование)",
    "sk": "Robi pure PRIMARY aminy (bez over-alkylacia)",
    "sl": "Naredi pure PRIMARY amini (brez over-alkilacija)",
    "sv": "Ger rena PRIMÄRA aminer (ingen överalkylering)",
    "th": "ให้เอมีนปฐมภูมิที่บริสุทธิ์ (ไม่มีการแอลคิเลตเกิน)",
    "tr": "Saf biriçindecil amiçindeler verir (aşırı alkilolarakyüzerinde yok)",
    "uk": "Робить pure PRIMARY аміни (немає over-алкілування)",
    "vi": "Tạo amin BẬC MỘT tinh khiết (không alkyl hóa quá mức)",
    "zh-Hans": "制备纯伯胺(不过度烷基化)",
    "zh": "制备纯伯胺(不过度烷基化)"
  },
  {
    "en": "Only works with 1° (and some 2°) halides (SN2)",
    "ar": "Only يعمل مع 1° (و some 2°) هاليدات (SN2)",
    "cs": "Only funguje s 1° (a some 2°) halogenidy (SN2)",
    "da": "Only works med 1° (og some 2°) halides (SN2)",
    "de": "Only works mit 1° (und some 2°) halides (SN2)",
    "el": "Μόνο λειτουργεί με 1° (και some 2°) αλογονίδια (SN2)",
    "es-419": "Only works con 1° (y some 2°) haluros (SN2)",
    "es-ES": "Only works con 1° (y some 2°) haluros (SN2)",
    "es": "Only works con 1° (y some 2°) haluros (SN2)",
    "fi": "Only works kanssa 1° (ja some 2°) halides (SN2)",
    "fr": "Only works avec 1° (et some 2°) halogénures (SN2)",
    "he": "Only עובד עם 1° (ו some 2°) הלידים (SN2)",
    "hr": "Only djeluje s 1° (i some 2°) halogenidi (SN2)",
    "hu": "Csak működik vele 1° (és some 2°) halogenidek (SN2)",
    "id": "Hanya bekerja dengan halida 1° (dan beberapa 2°) (SN2)",
    "it": "Only works con 1° (e some 2°) alogenuri (SN2)",
    "ja": "1°(および一部の2°)ハライドでのみ有効(SN2)",
    "ko": "1°(및 일부 2°) 할라이드에서만 작동함(SN2)",
    "lv": "Only darbojas ar 1° (un some 2°) halogenidi (SN2)",
    "nb": "Only works med 1° (og some 2°) halides (SN2)",
    "nl": "Only works met 1° (en some 2°) halides (SN2)",
    "pl": "Only dziala z 1° (i some 2°) halogenki (SN2)",
    "pt-BR": "Only works com 1° (e some 2°) haletos (SN2)",
    "pt-PT": "Only works com 1° (e some 2°) haletos (SN2)",
    "ro": "Only works cu 1° (și some 2°) halogenuri (SN2)",
    "ru": "Only работает с 1° (и some 2°) галогениды (SN2)",
    "sk": "Only funguje s 1° (a some 2°) halogenidy (SN2)",
    "sl": "Only deluje z 1° (v some 2°) halogenidi (SN2)",
    "sv": "Only works med 1° (och some 2°) halides (SN2)",
    "th": "ใช้ได้เฉพาะกับเฮไลด์ 1° (และ 2° บางชนิด) (SN2)",
    "tr": "Yalnızca 1° (ve bazı 2°) halojenürlerle çalışır (SN2)",
    "uk": "Only працює з 1° (і some 2°) галогеніди (SN2)",
    "v...
Related Reactions

sn2-azide

Is Free

false