Octet / Reactions

Diels-Alder Reaction

Included in Reactions.

Pericyclic

Source Details

Id

diels-alder

Name
{
  "en": "Diels-Alder Reaction",
  "ar": "Diels-Alder تفاعل",
  "cs": "Diels-Alder Reakce",
  "da": "Diels-Alder Reaktion",
  "de": "Diels-Alder Reaktion",
  "el": "Αντίδραση Diels-Alder",
  "es-419": "Reacción de Diels-Alder",
  "es-ES": "Reacción de Diels-Alder",
  "es": "Reacción de Diels-Alder",
  "fi": "Diels-Alder Reaktio",
  "fr": "Réaction de Diels-Alder",
  "he": "Diels-Alder תגובה",
  "hr": "Diels-Alder Reakcija",
  "hu": "Diels-Alder-reakció",
  "id": "Reaksi Diels-Alder",
  "it": "Reazione di Diels-Alder",
  "ja": "Diels-Alder反応",
  "ko": "Diels-Alder 반응",
  "lv": "Diels-Alder Reakcija",
  "nb": "Diels-Alder Reaksjon",
  "nl": "Diels-Alder Reactie",
  "pl": "Diels-Alder Reakcja",
  "pt-BR": "Reação de Diels-Alder",
  "pt-PT": "Reação de Diels-Alder",
  "ro": "Reacție de Diels-Alder",
  "ru": "Diels-Alder Реакция",
  "sk": "Diels-Alder Reakcia",
  "sl": "Diels-Alder Reakcija",
  "sv": "Diels-Alder Reaktion",
  "th": "ปฏิกิริยา Diels-Alder",
  "tr": "Diels-Alder reaksiyüzerindeu",
  "uk": "Diels-Alder Реакція",
  "vi": "Phản ứng Diels-Alder",
  "zh-Hans": "Diels-Alder 反应",
  "zh": "Diels-Alder 反应"
}
Type
{
  "en": "Pericyclic",
  "ar": "حلقي متزامن",
  "cs": "Pericyklická",
  "da": "Pericyklisk",
  "de": "Pericyclisch",
  "el": "Περικυκλική",
  "es-419": "Pericíclica",
  "es-ES": "Pericíclica",
  "es": "Pericíclica",
  "fi": "Perisyklinen",
  "fr": "Péricyclique",
  "he": "פריציקלי",
  "hr": "Periciklička",
  "hu": "Periciklusos",
  "id": "Perisiklik",
  "it": "Periciclica",
  "ja": "ペリ環状",
  "ko": "고리닫힘",
  "lv": "Pericikliska",
  "nb": "Perisyklisk",
  "nl": "Pericyclisch",
  "pl": "Perycykliczna",
  "pt-BR": "Pericíclica",
  "pt-PT": "Pericíclica",
  "ro": "Periciclică",
  "ru": "Перициклические",
  "sk": "Pericyklická",
  "sl": "Periciklična",
  "sv": "Pericyklisk",
  "th": "เพอริไซคลิก",
  "tr": "Perisiklik",
  "uk": "Перициклічні",
  "vi": "Vòng quanh",
  "zh-Hans": "周环",
  "zh": "周环"
}
Starting Material

C=CC=C.C=C

Product

C1CC=CCC1

Reagents

Heat (or Lewis acid catalyst)

Conditions
{
  "en": "Heat or pressure",
  "ar": "تسخين أو pressure",
  "cs": "Zahrivani nebo pressure",
  "da": "Varme eller tryk",
  "de": "Hitze oder Druck",
  "el": "Θέρμανση ή pressure",
  "es-419": "Heat o pressure",
  "es-ES": "Heat o pressure",
  "es": "Heat o pressure",
  "fi": "Lämpö tai paine",
  "fr": "Heat ou pressure",
  "he": "חימום או pressure",
  "hr": "Toplina ili pressure",
  "hu": "Hő vagy pressure",
  "id": "Panas atau tekanan",
  "it": "Heat o pressure",
  "ja": "加熱または加圧",
  "ko": "열 또는 압력",
  "lv": "Sildisana vai pressure",
  "nb": "Varme eller trykk",
  "nl": "Warmte of druk",
  "pl": "Ogrzewanie lub pressure",
  "pt-BR": "Heat ou pressure",
  "pt-PT": "Heat ou pressure",
  "ro": "Heat sau pressure",
  "ru": "Нагрев или pressure",
  "sk": "Zahrievanie alebo pressure",
  "sl": "Segrevanje ali pressure",
  "sv": "Värme eller tryck",
  "th": "ความร้อนหรือความดัน",
  "tr": "Isı veya bolarakınç",
  "uk": "Нагрівання або pressure",
  "vi": "Nhiệt hoặc áp suất",
  "zh-Hans": "加热或加压",
  "zh": "加热或加压"
}
Mechanism
[
  {
    "smiles": "C=CC=C",
    "description": {
      "en": "Diene (1,3-butadiene) in s-cis conformation",
      "ar": "Diene (1,3-butadiene) في s-cis conformation",
      "cs": "Diene (1,3-butadiene) v s-cis conformation",
      "da": "Dien (1,3-butadien) i s-cis-konformation",
      "de": "Dien (1,3-Butadien) in s-cis-Konformation",
      "el": "Diene (1,3-butadiene) σε s-cis cσεσχηματισμός",
      "es-419": "Diene (1,3-butadiene) en s-cis conformation",
      "es-ES": "Diene (1,3-butadiene) en s-cis conformation",
      "es": "Diene (1,3-butadiene) en s-cis conformation",
      "fi": "Dieeni (1,3-butadieeni) s-cis-konformaatiossa",
      "fr": "Diene (1,3-butadiene) dans s-cis conformation",
      "he": "Diene (1,3-butadiene) ב s-cis conformation",
      "hr": "Diene (1,3-butadiene) u s-cis conformation",
      "hu": "Diene (1,3-butadiene) ban s-cis conképződés",
      "id": "Diena (1,3-butadiena) dalam konformasi s-cis",
      "it": "Diene (1,3-butadiene) in conformazione s-cis",
      "ja": "s-cis配座のジエン(1,3-ブタジエン)",
      "ko": "s-cis 형태의 다이엔(1,3-뷰타다이엔)",
      "lv": "Diene (1,3-butadiene) iekš s-cis conformation",
      "nb": "Dien (1,3-butadien) i s-cis-konformasjon",
      "nl": "Dieen (1,3-butadieen) in s-cis-conformatie",
      "pl": "Diene (1,3-butadiene) w s-cis conformation",
      "pt-BR": "Diene (1,3-butadiene) em s-cis conformation",
      "pt-PT": "Diene (1,3-butadiene) em s-cis conformation",
      "ro": "Diene (1,3-butadiene) în s-cis conformation",
      "ru": "Diene (1,3-butadiene) в s-cis conformation",
      "sk": "Diene (1,3-butadiene) v s-cis conformation",
      "sl": "Diene (1,3-butadiene) v s-cis conformation",
      "sv": "Dien (1,3-butadien) i s-cis-konformation",
      "th": "ไดอีน (1,3-บิวทาไดอีน) ในคอนฟอร์เมชัน s-cis",
      "tr": "Dien (1,3-bütadien) s-cis küzerindeiçiçindemolarakyüzerindeundadır",
      "uk": "Diene (1,3-butadiene) у s-cis conformation",
      "vi": "Diene (1,3-butadiene) ở cấu dạng s-cis",
      "zh-Hans": "二烯(1,3-丁二烯)处于 s-cis 构象",
      "zh": "二烯(1,3-丁二烯)处于 s-cis 构象"
    }
  },
  {
    "smiles": "C=C",
    "description": {
      "en": "Dienophile (ethene)",
      "ar": "Dienophile (ethene)",
      "cs": "Dienofil (ethen)",
      "da": "Dienofil (ethen)",
      "de": "Dienophil (Ethen)",
      "el": "Dieόχιphile (eέπειταe)",
      "es-419": "Dienófilo (eteno)",
      "es-ES": "Dienófilo (eteno)",
      "es": "Dienófilo (eteno)",
      "fi": "Dienofiili (eteeni)",
      "fr": "Diènophile (éthène)",
      "he": "Dienophile (ethene)",
      "hr": "Dienofil (eten)",
      "hu": "Dienbancsphile (emajde)",
      "id": "Dienofil (etena)",
      "it": "Dienofilo (etene)",
      "ja": "ジエノフィル(エテン)",
      "ko": "다이에노필(에텐)",
      "lv": "Dienofils (etēns)",
      "nb": "Dienofil (eten)",
      "nl": "Dienofiel (etheen)",
      "pl": "Dienofil (eten)",
      "pt-BR": "Dienófilo (eteno)",
      "pt-PT": "Dienófilo (eteno)",
      "ro": "Dienofil (etenă)",
      "ru": "Диенофил (этен)",
      "sk": "Dienofil (etén)",
      "sl": "Dienofil (eten)",
      "sv": "Dienofil (eten)",
      "th": "ไดอีโนไฟล์ (เอทีน)",
      "tr": "Dieyokphile (esüzerinderae)",
      "uk": "Дієнофіл (етен)",
      "vi": "Chất ái diene (ethene)",
      "zh-Hans": "亲双烯体(乙烯)",
      "zh": "亲双烯体(乙烯)"
    }
  },
  {
    "smiles": "C1CC=CCC1",
    "description": {
      "en": "Cyclohexene (6-membered ring formed)",
      "ar": "Cyclohexene (6-membered حلقة يتكوّن)",
      "cs": "Cyclohexene (6-membered kruh vznikly)",
      "da": "Cyclohexene (6-membered ring dannet)",
      "de": "Cyclohexene (6-membered Ring gebildet)",
      "el": "Cyclohexene (6-membered δακτύλιος σχηματίζεται)",
      "es-419": "Cyclohexene (6-membered anillo formado)",
      "es-ES": "Cyclohexene (6-membered anillo formado)",
      "es": "Cyclohexene (6-membered anillo formado)",
      "fi": "Cyclohexene (6-membered rengas muodostunut)",
      "fr": "Cyclohexene (6-membered cycle formé)",
      "he": "Cyclohexene (6-membered טבעת נוצר)",...
Stereochemistry
{
  "en": "Syn addition on both components. Endo product kinetically favored.",
  "ar": "syn إضافة على كلا مكونات. Endo الناتج kinetically مفضّل.",
  "cs": "Syn adice na both components. Endo produkt kinetically favored.",
  "da": "syn-addition on both components. Endo produkt kinetically foretrukket.",
  "de": "Syn-Addition on both components. Endo Produkt kinetically bevorzugt.",
  "el": "Syn προσθήκη σε both compέναnts. Endo προϊόν kσεetically ευνοείται.",
  "es-419": "Syn adición on ambos components. Endo producto kinetically favoreceed.",
  "es-ES": "Syn adición on ambos components. Endo producto kinetically favoreceed.",
  "es": "Syn adición on ambos components. Endo producto kinetically favoreceed.",
  "fi": "syn-additio on both components. Endo tuote kinetically suosittu.",
  "fr": "Syn addition on les deux components. Endo produit kinetically favoriseed.",
  "he": "syn סיפוח על גם רכיבים. Endo תוצר kinetically מועדף.",
  "hr": "Syn adicija na both components. Endo produkt kinetically favored.",
  "hu": "Syn addíció on both compegynts. Endo termék kbanetically kedvezményezett.",
  "id": "Adisi syn pada kedua komponen. Produk endo disukai secara kinetik.",
  "it": "Syn addizione on entrambi components. Endo prodotto kinetically favorisceed.",
  "ja": "両成分でsyn付加。endo生成物が速度論的に優先する。",
  "ko": "두 성분 모두에서 syn 첨가. endo 생성물이 속도론적으로 유리함.",
  "lv": "Syn pievienosana uz both components. Endo produkts kinetically favored.",
  "nb": "syn-addisjon on both components. Endo produkt kinetically foretrukket.",
  "nl": "syn-additie on both components. Endo product kinetically bevoordeeld.",
  "pl": "Syn addycja na both components. Endo produkt kinetically favored.",
  "pt-BR": "Syn adição on ambos components. Endo produto kinetically favoreceed.",
  "pt-PT": "Syn adição on ambos components. Endo produto kinetically favoreceed.",
  "ro": "Syn adiție on ambele components. Endo produs kinetically favorizeazăed.",
  "ru": "Syn присоединение на both components. Endo продукт kinetically favored.",
  "sk": "Syn adicia na both components. Endo produkt kinetically favored.",
  "sl": "Syn adicija na both components. Endo produkt kinetically favored.",
  "sv": "syn-addition on both components. Endo produkt kinetically gynnad.",
  "th": "การเติมแบบ syn บนองค์ประกอบทั้งสอง ผลิตภัณฑ์ endo ถูกเอื้อตามจลนพลศาสตร์",
  "tr": "Syn kdeılma her iki bileşende. Endo ürün kiçindeetik olarak tercih edilir.",
  "uk": "Syn приєднання на both components. Endo продукт kinetically favored.",
  "vi": "Cộng syn trên cả hai cấu tử. Sản phẩm endo được ưu tiên động học.",
  "zh-Hans": "两个组分均为 syn 加成。endo 产物动力学上更有利。",
  "zh": "两个组分均为 syn 加成。endo 产物动力学上更有利。"
}
Tips
[
  {
    "en": "[4+2] cycloaddition - concerted, no intermediates",
    "ar": "[4+2] cycloaddition - متزامن, لا وسائط",
    "cs": "[4+2] cycloaddition - concerted, bez intermediates",
    "da": "[4+2]-cycloaddition - koncertret, ingen mellemprodukter",
    "de": "[4+2]-Cycloaddition - konzertiert, keine Zwischenprodukte",
    "el": "[4+2] cycloadditiσε - συγχρονισμένη, όχι ενδιάμεσοs",
    "es-419": "[4+2] cycloaddition - concerted, no intermedios",
    "es-ES": "[4+2] cycloaddition - concerted, no intermedios",
    "es": "[4+2] cycloaddition - concerted, no intermedios",
    "fi": "[4+2]-sykloadditio - konsertoitu, ei välituotteita",
    "fr": "[4+2] cycloaddition - concerted, no intermédiaires",
    "he": "[4+2] cycloaddition - מתואם, אין ביניים",
    "hr": "[4+2] cycloaddition - concerted, bez intermediates",
    "hu": "[4+2] cycloaddition - koncertált, nbancs köztiterméks",
    "id": "Sikloadisi [4+2] - serentak, tanpa intermediat",
    "it": "[4+2] cycloaddition - concerted, no intermedi",
    "ja": "[4+2]環化付加 - 協奏的で中間体なし",
    "ko": "[4+2] 고리첨가 - 협동적이며 중간체 없음",
    "lv": "[4+2] cycloaddition - concerted, nav intermediates",
    "nb": "[4+2]-sykloaddisjon - samordnet, ingen mellomprodukter",
    "nl": "[4+2]-cycloadditie - geconcerteerd, geen tussenproducten",
    "pl": "[4+2] cycloaddition - concerted, brak intermediates",
    "pt-BR": "[4+2] cycloaddition - concerted, no intermediários",
    "pt-PT": "[4+2] cycloaddition - concerted, no intermediários",
    "ro": "[4+2] cycloaddition - concerted, no intermediari",
    "ru": "[4+2] cycloaddition - concerted, нет intermediates",
    "sk": "[4+2] cycloaddition - concerted, bez intermediates",
    "sl": "[4+2] cycloaddition - concerted, brez intermediates",
    "sv": "[4+2]-cykloaddition - samordnad, inga intermediärer",
    "th": "[4+2] ไซโคลแอดดิชัน - เกิดพร้อมกัน ไม่มีอินเตอร์มีเดียต",
    "tr": "[4+2] cycloadditiüzerinde - tek bolarakamaklı, yok ara ürüns",
    "uk": "[4+2] cycloaddition - concerted, немає intermediates",
    "vi": "Cộng vòng [4+2] - đồng thời, không có trung gian",
    "zh-Hans": "[4+2] 环加成 - 协同,无中间体",
    "zh": "[4+2] 环加成 - 协同,无中间体"
  },
  {
    "en": "Electron-rich diene + electron-poor dienophile = faster",
    "ar": "غني بالإلكترونات diene + electron-poor dienophile = faster",
    "cs": "Elektron-rich diene + elektron-spatny dienophile = faster",
    "da": "Elektronrig dien + elektronfattig dienofil = hurtigere",
    "de": "Elektronenreiches Dien + elektronenarmes Dienophil = schneller",
    "el": "Electrσε-rich diene + ηλεκτρόνιο-poή dieόχιphile = fωςter",
    "es-419": "Electrón-rich diene + electrón-malo dienophile = faster",
    "es-ES": "Electrón-rich diene + electrón-malo dienophile = faster",
    "es": "Electrón-rich diene + electrón-malo dienophile = faster",
    "fi": "Elektronirikas dieeni + elektroniköyhä dienofiili = nopeampi",
    "fr": "Électron-rich diene + électron-mauvais dienophile = faster",
    "he": "עשיר באלקטרונים diene + electron-poor dienophile = faster",
    "hr": "Elektron-rich diene + elektron-los dienophile = faster",
    "hu": "Electron-rich diene + elektron-povagy dienbancsphile = fmintter",
    "id": "Diena kaya elektron + dienofil miskin elektron = lebih cepat",
    "it": "Elettrone-rich diene + elettrone-scarso dienophile = faster",
    "ja": "電子豊富なジエン + 電子不足のジエノフィル = より速い",
    "ko": "전자 풍부 다이엔 + 전자 부족 다이에노필 = 더 빠름",
    "lv": "Elektrons-rich diene + elektrons-slikts dienophile = faster",
    "nb": "Elektronrik dien + elektronfattig dienofil = raskere",
    "nl": "Elektronrijk dieen + elektronenarm dienofiel = sneller",
    "pl": "Elektron-rich diene + elektron-slaby dienophile = faster",
    "pt-BR": "Elétron-rich diene + elétron-ruim dienophile = faster",
    "pt-PT": "Eletrão-rich diene + eletrão-ruim dienophile = faster",
    "ro": "Electron-rich diene + electron-slab dienophile = faster",
    "ru": "Электрон-rich diene + электрон-плохой dienophile = faster",
    "sk": "Elektron-rich diene + elektron-slaby d...
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