Octet / Reactions

Anti Dihydroxylation (Epoxide Opening)

Included in Reactions.

Addition

Source Details

Id

dihydroxylation-anti

Name
{
  "en": "Anti Dihydroxylation (Epoxide Opening)",
  "ar": "anti Dihydroxylation (إبوكسيد Opening)",
  "cs": "Anti Dihydroxylation (Epoxid Otevreni)",
  "da": "Anti Dihydroxylering (Epoxid Opening)",
  "de": "Anti Dihydroxylierung (Epoxid Opening)",
  "el": "Anti διυδροξυλίωση (άνοιγμα εποξειδίου)",
  "es-419": "Dihydroxylation anti (ouverture de époxyde)",
  "es-ES": "Dihydroxylation anti (ouverture de époxyde)",
  "es": "Dihydroxylation anti (ouverture de époxyde)",
  "fi": "Anti Dihydroksylointi (Epoksidi Opening)",
  "fr": "Dihydroxylation anti (ouverture d'époxyde)",
  "he": "anti Dihydroxylation (אפוקסיד Opening)",
  "hr": "Anti Dihydroxylation (Epoksid Otvaranje)",
  "hu": "Anti dihidroxilezés (epoxidnyitás)",
  "id": "Dihidroksilasi Anti (Pembukaan Epoksida)",
  "it": "Dihydroxylation anti (ouverture di époxyde)",
  "ja": "antiジヒドロキシ化(エポキシド開環)",
  "ko": "anti 다이하이드록실화(에폭사이드 열림)",
  "lv": "Anti Dihydroxylation (Epoksids Atversana)",
  "nb": "Anti Dihydroksylering (Epoksid Opening)",
  "nl": "Anti Dihydroxylering (Epoxide Opening)",
  "pl": "Anti Dihydroxylation (Epoksyd Otwarcie)",
  "pt-BR": "Dihydroxylation anti (ouverture de époxyde)",
  "pt-PT": "Dihydroxylation anti (ouverture de époxyde)",
  "ro": "Dihydroxylation anti (ouverture de époxyde)",
  "ru": "Anti Dihydroxylation (Эпоксид Открытие)",
  "sk": "Anti Dihydroxylation (Epoxid Otvaranie)",
  "sl": "Anti Dihydroxylation (Epoksid Odpiranje)",
  "sv": "Anti Dihydroxylering (Epoxid Opening)",
  "th": "ไดไฮดรอกซิเลชันแบบ anti (การเปิดอีพอกไซด์)",
  "tr": "Anti dihidroksilolarakyüzerinde (epoksit açılmolarakı)",
  "uk": "Anti Dihydroxylation (Епоксид Відкриття)",
  "vi": "Dihydroxyl hóa anti (mở vòng epoxit)",
  "zh-Hans": "anti 双羟基化(环氧化物开环)",
  "zh": "anti 双羟基化(环氧化物开环)"
}
Type
{
  "en": "Addition",
  "ar": "إضافة",
  "cs": "Adice",
  "da": "Addition",
  "de": "Addition",
  "el": "Προσθήκη",
  "es-419": "Adición",
  "es-ES": "Adición",
  "es": "Adición",
  "fi": "Additio",
  "fr": "Addition",
  "he": "סיפוח",
  "hr": "Adicija",
  "hu": "Addíció",
  "id": "Adisi",
  "it": "Addizione",
  "ja": "付加",
  "ko": "첨가",
  "lv": "Pievienošana",
  "nb": "Addisjon",
  "nl": "Additie",
  "pl": "Addycja",
  "pt-BR": "Adição",
  "pt-PT": "Adição",
  "ro": "Adiție",
  "ru": "Присоединение",
  "sk": "Adícia",
  "sl": "Adicija",
  "sv": "Addition",
  "th": "การเติม",
  "tr": "Katılma",
  "uk": "Приєднання",
  "vi": "Cộng",
  "zh-Hans": "加成",
  "zh": "加成"
}
Starting Material

CC1OC1C

Product

CC(O)C(O)C

Reagents

H₃O⁺/H₂O, or NaOH/H₂O

Mechanism
[
  {
    "smiles": "CC1OC1C",
    "description": {
      "en": "Epoxide",
      "ar": "إبوكسيد",
      "cs": "Epoxid",
      "da": "Epoxid",
      "de": "Epoxid",
      "el": "Εποξείδιο",
      "es-419": "Epóxido",
      "es-ES": "Epóxido",
      "es": "Epóxido",
      "fi": "Epoksidi",
      "fr": "Époxyde",
      "he": "אפוקסיד",
      "hr": "Epoksid",
      "hu": "Epoxid",
      "id": "Epoksida",
      "it": "Epossido",
      "ja": "エポキシド",
      "ko": "에폭사이드",
      "lv": "Epoksids",
      "nb": "Epoksid",
      "nl": "Epoxide",
      "pl": "Epoksyd",
      "pt-BR": "Epóxido",
      "pt-PT": "Epóxido",
      "ro": "Epoxid",
      "ru": "Эпоксид",
      "sk": "Epoxid",
      "sl": "Epoksid",
      "sv": "Epoxid",
      "th": "อีพอกไซด์",
      "tr": "Epoksit",
      "uk": "Епоксид",
      "vi": "Epoxit",
      "zh-Hans": "环氧化物",
      "zh": "环氧化物"
    }
  },
  {
    "smiles": "CC(O)C(O)C",
    "description": {
      "en": "Ring opening with water gives anti-diol",
      "ar": "حلقة فتح مع الماء يعطي anti-diol",
      "cs": "Kruh otevreni s voda dava anti-diol",
      "da": "Ring opening med vand gives anti-diol",
      "de": "Ring opening mit Wasser gives anti-diol",
      "el": "Το άνοιγμα του δακτυλίου με νερό δίνει anti-διόλη",
      "es-419": "Apertura del anillo con agua da anti-diol",
      "es-ES": "Apertura del anillo con agua da anti-diol",
      "es": "Apertura del anillo con agua da anti-diol",
      "fi": "Ring opening kanssa vesi gives anti-diol",
      "fr": "Ouverture du cycle avec eau donne anti-diol",
      "he": "טבעת פתיחה עם מים נותן anti-diol",
      "hr": "Prsten otvaranje s voda daje anti-diol",
      "hu": "A gyűrű vízzel történő nyitása anti-diolt ad",
      "id": "Pembukaan cincin dengan air memberi anti-diol",
      "it": "Apertura dell'anello con acqua dà anti-diol",
      "ja": "水による開環でanti-ジオールを与える",
      "ko": "물에 의한 고리 열림으로 anti-다이올을 줌",
      "lv": "Gredzens atversana ar udens dod anti-diol",
      "nb": "Ring opening med vann gives anti-diol",
      "nl": "Ring opening met water gives anti-diol",
      "pl": "Pierscien otwarcie z woda daje anti-diol",
      "pt-BR": "Abertura do anel com água dá anti-diol",
      "pt-PT": "Abertura do anel com água dá anti-diol",
      "ro": "Deschiderea inelului cu apă dă anti-diol",
      "ru": "Кольцо открытие с вода дает anti-diol",
      "sk": "Kruh otvaranie s voda dava anti-diol",
      "sl": "Obroc odpiranje z voda da anti-diol",
      "sv": "Ring opening med vatten gives anti-diol",
      "th": "การเปิดวงด้วยน้ำให้ไดออลแบบ anti",
      "tr": "Halkanın suyla açılmolarakı anti-diol verir",
      "uk": "Кільце відкриття з вода дає anti-diol",
      "vi": "Mở vòng bằng nước cho anti-diol",
      "zh-Hans": "水开环得到 anti-二醇",
      "zh": "水开环得到 anti-二醇"
    }
  }
]
Stereochemistry
{
  "en": "Anti addition (OHs on opposite faces)",
  "ar": "anti إضافة (OHs على الوجه المقابل)",
  "cs": "Anti adice (OHs na opposite faces)",
  "da": "anti-addition (OHs on opposite faces)",
  "de": "Anti-Addition (OHs on opposite faces)",
  "el": "Anti προσθήκη (OHs σε αντίθετη πλευράs)",
  "es-419": "Anti adición (OHs on opuesto faces)",
  "es-ES": "Anti adición (OHs on opuesto faces)",
  "es": "Anti adición (OHs on opuesto faces)",
  "fi": "anti-additio (OHs on opposite faces)",
  "fr": "Anti addition (OHs on opposé faces)",
  "he": "anti סיפוח (OHs על הפנים הנגדי)",
  "hr": "Anti adicija (OHs na opposite faces)",
  "hu": "Anti addíció (az OH-csopvagytok ellentétes oldalakon)",
  "id": "Adisi anti (OH pada sisi berlawanan)",
  "it": "Anti addizione (OHs on opposto faces)",
  "ja": "anti付加(OHが反対面に入る)",
  "ko": "anti 첨가(OH들이 반대쪽 면)",
  "lv": "Anti pievienosana (OHs uz opposite faces)",
  "nb": "anti-addisjon (OHs on opposite faces)",
  "nl": "anti-additie (OHs on opposite faces)",
  "pl": "Anti addycja (OHs na opposite faces)",
  "pt-BR": "Anti adição (OHs on oposto faces)",
  "pt-PT": "Anti adição (OHs on oposto faces)",
  "ro": "Anti adiție (OHs on opus faces)",
  "ru": "Anti присоединение (OHs на opposite faces)",
  "sk": "Anti adicia (OHs na opposite faces)",
  "sl": "Anti adicija (OHs na opposite faces)",
  "sv": "anti-addition (OHs on opposite faces)",
  "th": "การเติมแบบ anti (OH อยู่คนละด้าน)",
  "tr": "Anti kdeılma (OHler zıt yüzlerde)",
  "uk": "Anti приєднання (OHs на opposite faces)",
  "vi": "Cộng anti (các OH ở hai mặt đối nhau)",
  "zh-Hans": "anti 加成(两个 OH 在相反面)",
  "zh": "anti 加成(两个 OH 在相反面)"
}
Tips
[
  {
    "en": "Acid-catalyzed: opens at more substituted carbon",
    "ar": "Acid-catalyzed: يفتح عند أكثر مستبدل كربون",
    "cs": "Kyselina-katalyzovano: otevira pri vice substituovany uhlik",
    "da": "Syre-catalyzed: opens at mere substitueret kulstof",
    "de": "Säure-catalyzed: opens at mehr substituiert Kohlenstoff",
    "el": "Οξύ-καταλυόμενη: ανοίγει στον περισσότερο υποκατεστημένο άνθρακα",
    "es-419": "Catalizado por ácido: opens a carbonoo más sustituido",
    "es-ES": "Catalizado por ácido: opens a carbonoo más sustituido",
    "es": "Catalizado por ácido: opens a carbonoo más sustituido",
    "fi": "Happo-catalyzed: opens at enemmän substituoitu hiili",
    "fr": "Catalysé par acide: opens à carbonee le plus substitué",
    "he": "Acid-catalyzed: פותח ב יותר מותמר פחמן",
    "hr": "Kiselina-katalizirano: otvara pri vise supstituiran ugljik",
    "hu": "Sav-knálalizált: a jobban szubsztituált szénen nyílik",
    "id": "Berkatalis asam: membuka pada karbon yang lebih tersubstitusi",
    "it": "Catalizzato da acido: opens a carbonioio più sostituito",
    "ja": "酸触媒: より置換度の高い炭素で開く",
    "ko": "산 촉매: 더 치환된 탄소에서 열림",
    "lv": "Skabe-katalizets: atver pie vairak aizvietots ogleklis",
    "nb": "Syre-catalyzed: opens at mer substituert karbon",
    "nl": "Zuur-catalyzed: opens at meer gesubstitueerd koolstof",
    "pl": "Kwas-katalizowany: otwiera w bardziej podstawiony wegiel",
    "pt-BR": "Catalisado por ácido: opens a carbonoo mais substituído",
    "pt-PT": "Catalisado por ácido: opens a carbonoo mais substituído",
    "ro": "Catalizat acid: opens la carbon mai substituit",
    "ru": "Кислота-катализируемый: открывает при более замещенный углерод",
    "sk": "Kyselina-katalyzovane: otvara pri viac substituovany uhlik",
    "sl": "Kislina-katalizirano: odpre pri bolj substituiran ogljik",
    "sv": "Syra-catalyzed: opens at mer substituerad kol",
    "th": "เร่งด้วยกรด: เปิดที่คาร์บอนที่ถูกแทนที่มากกว่า",
    "tr": "Asit-kdealizli: daha çok sübstitüe karbağa açılır",
    "uk": "Кислота-каталізований: відкриває за більш заміщений вуглець",
    "vi": "Xúc tác axit: mở tại carbon thế nhiều hơn",
    "zh-Hans": "酸催化:在更高取代碳处开环",
    "zh": "酸催化:在更高取代碳处开环"
  },
  {
    "en": "Base-catalyzed: opens at less substituted carbon",
    "ar": "Base-catalyzed: يفتح عند أقل مستبدل كربون",
    "cs": "Baze-katalyzovano: otevira pri mene substituovany uhlik",
    "da": "Base-catalyzed: opens at mindre substitueret kulstof",
    "de": "Base-catalyzed: opens at weniger substituiert Kohlenstoff",
    "el": "Βάση-καταλυόμενη: ανοίγει στον λιγότερο υποκατεστημένο άνθρακα",
    "es-419": "Catalizado por base: opens a carbonoo menos sustituido",
    "es-ES": "Catalizado por base: opens a carbonoo menos sustituido",
    "es": "Catalizado por base: opens a carbonoo menos sustituido",
    "fi": "Emäs-catalyzed: opens at vähemmän substituoitu hiili",
    "fr": "Catalysé par base: opens à carbonee le moins substitué",
    "he": "Base-catalyzed: פותח ב פחות מותמר פחמן",
    "hr": "Baza-katalizirano: otvara pri manje supstituiran ugljik",
    "hu": "Bázis-knálalizált: a kevésbé szubsztituált szénen nyílik",
    "id": "Berkatalis basa: membuka pada karbon yang kurang tersubstitusi",
    "it": "Catalizzato da base: opens a carbonioio meno sostituito",
    "ja": "塩基触媒: より置換度の低い炭素で開く",
    "ko": "염기 촉매: 덜 치환된 탄소에서 열림",
    "lv": "Baze-katalizets: atver pie mazak aizvietots ogleklis",
    "nb": "Base-catalyzed: opens at mindre substituert karbon",
    "nl": "Base-catalyzed: opens at minder gesubstitueerd koolstof",
    "pl": "Zasada-katalizowany: otwiera w mniej podstawiony wegiel",
    "pt-BR": "Catalisado por base: opens a carbonoo menos substituído",
    "pt-PT": "Catalisado por base: opens a carbonoo menos substituído",
    "ro": "Catalizat bazic: opens la carbon mai puțîn substituit",
    "ru": "Основание-катализируемый: открывает при менее замещенный углерод",
    "sk": "Baza-katalyzovane: otvara pri menej substituovany uhlik",
    "sl": "...
Related Reactions

dihydroxylation-syn, epoxidation

Is Free

false