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Beckmann Rearrangement

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Rearrangement

Source Details

Id

beckmann-rearrangement

Name
{
  "en": "Beckmann Rearrangement",
  "ar": "Beckmann إعادة ترتيب",
  "cs": "Beckmann Presmyk",
  "da": "Beckmann Omlejring",
  "de": "Beckmann Umlagerung",
  "el": "Beckmann Αναδιάταξη",
  "es-419": "Reordenamiento de Beckmann",
  "es-ES": "Reordenamiento de Beckmann",
  "es": "Reordenamiento de Beckmann",
  "fi": "Beckmann Uudelleenjärjestyminen",
  "fr": "Réarrangement de Beckmann",
  "he": "Beckmann סידור מחדש",
  "hr": "Beckmann Pregrađivanje",
  "hu": "Beckmann Átrendeződés",
  "id": "Penataan Ulang Beckmann",
  "it": "Riarrangiamento di Beckmann",
  "ja": "Beckmann転位",
  "ko": "Beckmann 재배열",
  "lv": "Beckmann Pargrupesanas",
  "nb": "Beckmann Omleiring",
  "nl": "Beckmann Omlegging",
  "pl": "Beckmann Przegrupowanie",
  "pt-BR": "Rearranjo de Beckmann",
  "pt-PT": "Rearranjo de Beckmann",
  "ro": "Rearanjare de Beckmann",
  "ru": "Beckmann Перегруппировка",
  "sk": "Beckmann Prestavba",
  "sl": "Beckmann Preureditev",
  "sv": "Beckmann Omarrangering",
  "th": "การจัดเรียงใหม่แบบ Beckmann",
  "tr": "Beckmann Yeniden düzenlenme",
  "uk": "Beckmann Перегрупування",
  "vi": "Tái sắp xếp Beckmann",
  "zh-Hans": "Beckmann 重排",
  "zh": "Beckmann 重排"
}
Type
{
  "en": "Rearrangement",
  "ar": "إعادة ترتيب",
  "cs": "Přesmyk",
  "da": "Omlejring",
  "de": "Umlagerung",
  "el": "Αναδιάταξη",
  "es-419": "Transposición",
  "es-ES": "Reordenamiento",
  "es": "Transposición",
  "fi": "Uudelleenjärjestyminen",
  "fr": "Réarrangement",
  "he": "סידור מחדש",
  "hr": "Pregradnja",
  "hu": "Átrendeződés",
  "id": "Penataan ulang",
  "it": "Riarrangiamento",
  "ja": "転位",
  "ko": "자리옮김",
  "lv": "Pārkārtošanās",
  "nb": "Omleiring",
  "nl": "Herschikking",
  "pl": "Przegrupowanie",
  "pt-BR": "Rearranjo",
  "pt-PT": "Rearranjo",
  "ro": "Rearanjare",
  "ru": "Перегруппировка",
  "sk": "Prešmyk",
  "sl": "Preureditev",
  "sv": "Omlagring",
  "th": "การจัดเรียงใหม่",
  "tr": "Yeniden düzenlenme",
  "uk": "Перегрупування",
  "vi": "Tái sắp xếp",
  "zh-Hans": "重排",
  "zh": "重排"
}
Starting Material

CC(c1ccccc1)=NO

Product

CC(=O)Nc1ccccc1

Reagents

H₂SO₄, PCl₅, SOCl₂

Conditions
{
  "en": "Acidic conditions, heat",
  "ar": "شروط حمضية, تسخين",
  "cs": "Kysele podminky, zahrivani",
  "da": "Acidic conditions, varme",
  "de": "Acidic conditions, Hitze",
  "el": "Acidic συνθήκες, θέρμανση",
  "es-419": "Acidic condiciones, heat",
  "es-ES": "Acidic condiciones, heat",
  "es": "Acidic condiciones, heat",
  "fi": "Acidic conditions, lämpö",
  "fr": "Conditions acides, chaleur",
  "he": "תנאים חומציים, חימום",
  "hr": "Kiseo uvjeti, toplina",
  "hu": "Acidic körülmények, hő",
  "id": "Kondisi asam, panas",
  "it": "Acidic condizioni, heat",
  "ja": "酸性条件、加熱",
  "ko": "산성 조건, 열",
  "lv": "Skabs apstakli, sildisana",
  "nb": "Acidic conditions, varme",
  "nl": "Acidic conditions, warmte",
  "pl": "Kwasowy warunki, ogrzewanie",
  "pt-BR": "Acidic condições, heat",
  "pt-PT": "Acidic condições, heat",
  "ro": "Acidic condiții, heat",
  "ru": "Кислый условия, нагрев",
  "sk": "Kysly podmienky, zahrievanie",
  "sl": "Kisel pogoji, segrevanje",
  "sv": "Acidic conditions, värme",
  "th": "สภาวะกรด, ความร้อน",
  "tr": "Asidik koşullar, ısı",
  "uk": "Кислий умови, нагрівання",
  "vi": "Điều kiện axit, nhiệt",
  "zh-Hans": "酸性条件,加热",
  "zh": "酸性条件,加热"
}
Mechanism
[
  {
    "smiles": "CC(c1ccccc1)=NO",
    "description": {
      "en": "Oxime starting material (from ketone + NH₂OH)",
      "ar": "أوكسيم بدء مادة (من كيتون + NH₂OH)",
      "cs": "Oxime starting material (z keton + NH₂OH)",
      "da": "Oxime starting material (fra keton + NH₂OH)",
      "de": "Oxime starting material (aus Keton + NH₂OH)",
      "el": "Oxime αρχικό υλικό (από κετόνη + NH₂OH)",
      "es-419": "Oxime starting material (desde cetona + NH₂OH)",
      "es-ES": "Oxime starting material (desde cetona + NH₂OH)",
      "es": "Oxime starting material (desde cetona + NH₂OH)",
      "fi": "Oxime starting material (lähtien ketoni + NH₂OH)",
      "fr": "Oxime starting material (à partir de cétone + NH₂OH)",
      "he": "אוקסים התחלה חומר (מ קטון + NH₂OH)",
      "hr": "Oxime starting materijal (iz keton + NH₂OH)",
      "hu": "Oxime kibandulási anyag (ebből keton + NH₂OH)",
      "id": "Bahan awal oksim (dari keton + NH₂OH)",
      "it": "Oxime starting material (da chetone + NH₂OH)",
      "ja": "オキシム出発物質(ケトン + NH₂OHから)",
      "ko": "옥심 출발물질(케톤 + NH₂OH에서 생성)",
      "lv": "Oxime starting materials (nav ketons + NH₂OH)",
      "nb": "Oxime starting material (fra keton + NH₂OH)",
      "nl": "Oxime starting material (uit keton + NH₂OH)",
      "pl": "Oxime starting material (z keton + NH₂OH)",
      "pt-BR": "Oxime starting material (de cetona + NH₂OH)",
      "pt-PT": "Oxime starting material (de cetona + NH₂OH)",
      "ro": "Oxime starting material (din cetonă + NH₂OH)",
      "ru": "Oxime starting вещество (из кетон + NH₂OH)",
      "sk": "Oxime starting material (z keton + NH₂OH)",
      "sl": "Oxime starting material (iz keton + NH₂OH)",
      "sv": "Oxime starting material (från keton + NH₂OH)",
      "th": "สารตั้งต้นออกซิม (จากคีโตน + NH₂OH)",
      "tr": "Oksim başlangıç maddesi (ketüzerinde + NH₂OHden)",
      "uk": "Oxime starting речовина (з кетон + NH₂OH)",
      "vi": "Chất đầu oxime (từ xeton + NH₂OH)",
      "zh-Hans": "肟起始物(由酮 + NH₂OH 得到)",
      "zh": "肟起始物(由酮 + NH₂OH 得到)"
    }
  },
  {
    "smiles": "CC(c1ccccc1)=NO",
    "description": {
      "en": "Protonation of OH, water leaves",
      "ar": "بروتنة من OH, الماء يغادر",
      "cs": "Protonation z OH, voda odchazi",
      "da": "Protonation of OH, vand forlader",
      "de": "Protonation of OH, Wasser geht ab",
      "el": "Protσεσεiσε της OH, νερό αποχωρεί",
      "es-419": "Protonación of OH, agua sale",
      "es-ES": "Protonación of OH, agua sale",
      "es": "Protonación of OH, agua sale",
      "fi": "Protonation of OH, vesi lähtee",
      "fr": "Protonation of OH, eau part",
      "he": "פרוטונציה של OH, מים עוזב",
      "hr": "Protonation od OH, voda odlazi",
      "hu": "Protonnálion of OH, víz kilép",
      "id": "Protonasi OH, air pergi",
      "it": "Protonazione of OH, acqua esce",
      "ja": "OHのプロトン化、水が脱離する",
      "ko": "OH가 양성자화되고 물이 떠남",
      "lv": "Protonation nav OH, udens aiziet",
      "nb": "Protonation of OH, vann forlater",
      "nl": "Protonation of OH, water vertrekt",
      "pl": "Protonation z OH, woda odchodzi",
      "pt-BR": "Protonação of OH, água sai",
      "pt-PT": "Protonação of OH, água sai",
      "ro": "Protonare of OH, apă pleacă",
      "ru": "Protonation из OH, вода уходит",
      "sk": "Protonation z OH, voda odchadza",
      "sl": "Protonation od OH, voda odide",
      "sv": "Protonation of OH, vatten lämnar",
      "th": "OH ถูกโปรตอนเนต แล้วน้ำออกไป",
      "tr": "OH protüzerindelanır, su ayrılır",
      "uk": "Protonation з OH, вода відходить",
      "vi": "Proton hóa OH, nước rời đi",
      "zh-Hans": "OH 质子化,水离去",
      "zh": "OH 质子化,水离去"
    }
  },
  {
    "smiles": "CC(=O)Nc1ccccc1",
    "description": {
      "en": "Group anti to leaving group migrates → amide",
      "ar": "Group anti إلى مجموعة مغادرة يهاجر → أميد",
      "cs": "Skupina anti na odstupujici skupina migruje → amid",
      "da": "Gruppe anti til leaving group migrates → amid",
      "de": "Gruppe anti zu Abgangsgruppe mi...
Tips
[
  {
    "en": "Oxime → Amide",
    "ar": "أوكسيم → أميد",
    "cs": "Oxime → Amid",
    "da": "Oxime → Amid",
    "de": "Oxime → Amid",
    "el": "Oxime → Αμίδιο",
    "es-419": "Oxime → Amida",
    "es-ES": "Oxime → Amida",
    "es": "Oxime → Amida",
    "fi": "Oxime → Amidi",
    "fr": "Oxime → amide",
    "he": "אוקסים → אמיד",
    "hr": "Oxime → Amid",
    "hu": "Oxime → Amid",
    "id": "Oksim → Amida",
    "it": "Oxime → Ammide",
    "ja": "オキシム → アミド",
    "ko": "옥심 → 아마이드",
    "lv": "Oxime → Amids",
    "nb": "Oxime → Amid",
    "nl": "Oxim → amide",
    "pl": "Oxime → Amid",
    "pt-BR": "Oxime → Amida",
    "pt-PT": "Oxime → Amida",
    "ro": "Oxime → Amidă",
    "ru": "Oxime → Амид",
    "sk": "Oxime → Amid",
    "sl": "Oxime → Amid",
    "sv": "Oxime → Amid",
    "th": "ออกซิม → เอไมด์",
    "tr": "Oxime → Amit",
    "uk": "Oxime → Амід",
    "vi": "Oxime → amide",
    "zh-Hans": "肟 → 酰胺",
    "zh": "肟 → 酰胺"
  },
  {
    "en": "Group ANTI to hydroxyl group migrates",
    "ar": "Group ANTI إلى hydroxyl مجموعة يهاجر",
    "cs": "Skupina ANTI na hydroxyl skupina migruje",
    "da": "Gruppe ANTI til hydroxyl gruppe migrates",
    "de": "Gruppe ANTI zu hydroxyl Gruppe migrates",
    "el": "Group ANTI σε hydroxyl ομάδα migrσεes",
    "es-419": "Group ANTI a hydroxyl group migrates",
    "es-ES": "Group ANTI a hydroxyl group migrates",
    "es": "Group ANTI a hydroxyl group migrates",
    "fi": "Ryhmä ANTI kohti hydroxyl ryhmä migrates",
    "fr": "Group ANTI en hydroxyl group migrates",
    "he": "Group ANTI ל hydroxyl קבוצה נודד",
    "hr": "Skupina ANTI u hydroxyl skupina migrira",
    "hu": "Group ANTI to hydroxyl csopvagyt migrnáles",
    "id": "Gugus ANTI terhadap gugus hidroksil bermigrasi",
    "it": "Group ANTI a hydroxyl group migrates",
    "ja": "ヒドロキシ基にANTIの基が移動する",
    "ko": "하이드록실기에 ANTI인 기가 이동함",
    "lv": "Grupa ANTI uz hydroxyl grupa migre",
    "nb": "Gruppe ANTI til hydroxyl gruppe migrates",
    "nl": "Groep ANTI tot hydroxyl groep migrates",
    "pl": "Grupa ANTI do hydroxyl grupa migruje",
    "pt-BR": "Group ANTI a hydroxyl group migrates",
    "pt-PT": "Group ANTI a hydroxyl group migrates",
    "ro": "Group ANTI la hydroxyl group migrates",
    "ru": "Группа ANTI в hydroxyl группа мигрирует",
    "sk": "Skupina ANTI na hydroxyl skupina migruje",
    "sl": "Skupina ANTI v hydroxyl skupina migrira",
    "sv": "Grupp ANTI till hydroxyl grupp migrates",
    "th": "หมู่ที่อยู่ ANTI กับหมู่ไฮดรอกซิลจะย้าย",
    "tr": "Hidroksil grubuna ANTI olan grup göç eder",
    "uk": "Група ANTI до hydroxyl група мігрує",
    "vi": "Nhóm ANTI với nhóm hydroxyl sẽ di chuyển",
    "zh-Hans": "与羟基 anti 的基团迁移",
    "zh": "与羟基 anti 的基团迁移"
  },
  {
    "en": "Used industrially for nylon-6 synthesis (cyclohexanone oxime → caprolactam)",
    "ar": "يُستخدم industrially لـ nylon-6 تحضير (cyclohexanone أوكسيم → caprolactam)",
    "cs": "Pouziva se industrially pro nylon-6 synteza (cyclohexanone oxime → caprolactam)",
    "da": "Bruges industrielt til nylon-6-syntese (cyclohexanone oxime → caprolactam)",
    "de": "Industriell für die Nylon-6-Synthese verwendet (cyclohexanone oxime → caprolactam)",
    "el": "Χρησιμοποιήστεd σεdustrially για nylσε-6 σύνθεση (cyclohexanένα oxime → caprolactam)",
    "es-419": "Used industrially para nylon-6 synthesis (cyclohexanone oxime → caprolactam)",
    "es-ES": "Used industrially para nylon-6 synthesis (cyclohexanone oxime → caprolactam)",
    "es": "Used industrially para nylon-6 synthesis (cyclohexanone oxime → caprolactam)",
    "fi": "Käytetään teollisesti nylon-6-synteesiin (cyclohexanone oxime → caprolactam)",
    "fr": "Used industrially pour nylon-6 synthesis (cyclohexanone oxime → caprolactam)",
    "he": "משמש industrially עבור nylon-6 סינתזה (cyclohexanone אוקסים → caprolactam)",
    "hr": "Koristi se industrially za nylon-6 sinteza (cyclohexanone oxime → caprolactam)",
    "hu": "Hmintználdd bandustrially számára nylon-6 szbantézis (cyclohexanegy oxime → caprolactam)",...
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