Octet / Reactions
Hydroboration-Oxidation
Included in Reactions.
Addition
Source Details
Id
hydroboration
Name
{
"en": "Hydroboration-Oxidation",
"ar": "الهيدروبورة-أكسدة",
"cs": "Hydroboration-Oxidace",
"da": "Hydroboration-Oxidation",
"de": "Hydroboration-Oxidation",
"el": "Hydrobήσεiσε-Οξείδωση",
"es-419": "Hydroboration-oxydation",
"es-ES": "Hydroboration-oxydation",
"es": "Hydroboration-oxydation",
"fi": "Hydroboration-Hapetus",
"fr": "Hydroboration-oxydation",
"he": "הידרובורציה-חמצון",
"hr": "Hydroboration-Oksidacija",
"hu": "Hydrobvagynálion-Oxidáció",
"id": "Hidroborasi-Oksidasi",
"it": "Hydroboration-oxydation",
"ja": "ヒドロホウ素化-酸化",
"ko": "하이드로보레이션-산화",
"lv": "Hydroboration-Oksidesana",
"nb": "Hydroboration-Oksidasjon",
"nl": "Hydroboration-Oxidatie",
"pl": "Hydroboration-Utlenianie",
"pt-BR": "Hydroboration-oxydation",
"pt-PT": "Hydroboration-oxydation",
"ro": "Hydroboration-oxydation",
"ru": "Hydroboration-Окисление",
"sk": "Hydroboration-Oxidacia",
"sl": "Hydroboration-Oksidacija",
"sv": "Hydroboration-Oxidation",
"th": "ไฮโดรโบเรชัน-ออกซิเดชัน",
"tr": "Hydrobveyadeiüzerinde-Oksidolarakyüzerinde",
"uk": "Hydroboration-Окиснення",
"vi": "Hydroboration-oxy hóa",
"zh-Hans": "硼氢化-氧化",
"zh": "硼氢化-氧化"
}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"
}Subtype
{
"en": "Syn Addition",
"ar": "إضافة متزامنة",
"cs": "Syn adice",
"da": "Syn-addition",
"de": "Syn-Addition",
"el": "Syn προσθήκη",
"es-419": "Adición syn",
"es-ES": "Adición syn",
"es": "Adición syn",
"fi": "Syn-additio",
"fr": "Addition syn",
"he": "סיפוח syn",
"hr": "Syn adicija",
"hu": "Syn addíció",
"id": "Adisi syn",
"it": "Addizione sin",
"ja": "syn付加",
"ko": "syn 첨가",
"lv": "Syn adīcija",
"nb": "Syn-addisjon",
"nl": "Syn-additie",
"pl": "Addycja syn",
"pt-BR": "Adição syn",
"pt-PT": "Adição syn",
"ro": "Adiție syn",
"ru": "Син-присоединение",
"sk": "Syn adícia",
"sl": "Syn adicija",
"sv": "Syn-addition",
"th": "การเติมแบบ syn",
"tr": "Syn katılma",
"uk": "Син-приєднання",
"vi": "Cộng syn",
"zh-Hans": "顺式加成",
"zh": "顺式加成"
}Starting Material
CC=C
Product
CCCO
Reagents
BH₃·THF, then H₂O₂/NaOH
Conditions
{
"en": "THF solvent, 0°C for BH₃, then oxidation",
"ar": "THF مذيب, 0°C لـ BH₃, ثم أكسدة",
"cs": "THF rozpoustedlo, 0°C pro BH₃, potom oxidace",
"da": "THF opløsningsmiddel, 0°C for BH₃, then oxidation",
"de": "THF Lösungsmittel, 0°C for BH₃, then oxidation",
"el": "THF διαλύτης, 0°C για BH₃, έπειτα οξείδωση",
"es-419": "Solvente THF, 0 °C para BH₃, luego oxidación",
"es-ES": "Solvente THF, 0 °C para BH₃, luego oxidación",
"es": "Solvente THF, 0 °C para BH₃, luego oxidación",
"fi": "THF liuotin, 0°C for BH₃, then oxidation",
"fr": "Solvant THF, 0 °C pour BH₃, puis oxydation",
"he": "THF ממס, 0°C עבור BH₃, ואז חמצון",
"hr": "THF otapalo, 0°C za BH₃, zatim oksidacija",
"hu": "THF oldószer, 0°C BH₃ esetén, majd oxidáció",
"id": "Pelarut THF, 0°C untuk BH₃, lalu oksidasi",
"it": "Solvente THF, 0 °C per BH₃, poi ossidazione",
"ja": "THF溶媒、BH₃は0°C、その後酸化",
"ko": "THF 용매, BH₃는 0°C, 이후 산화",
"lv": "THF skidinatajs, 0°C prieks BH₃, pec tam oksidesana",
"nb": "THF løsemiddel, 0°C for BH₃, then oxidation",
"nl": "THF oplosmiddel, 0°C for BH₃, then oxidation",
"pl": "THF rozpuszczalnik, 0°C dla BH₃, nastepnie utlenianie",
"pt-BR": "Solvente THF, 0 °C para BH₃, depois oxidação",
"pt-PT": "Solvente THF, 0 °C para BH₃, depois oxidação",
"ro": "Solvent THF, 0 °C pentru BH₃, apoi oxidare",
"ru": "THF растворитель, 0°C для BH₃, затем окисление",
"sk": "THF rozpustadlo, 0°C pre BH₃, potom oxidacia",
"sl": "THF topilo, 0°C za BH₃, nato oksidacija",
"sv": "THF lösningsmedel, 0°C for BH₃, then oxidation",
"th": "ตัวทำละลาย THF, 0°C สำหรับ BH₃ จากนั้นออกซิเดชัน",
"tr": "THF çözücü, BH₃ içiçinde 0°C, ardından oksidolarakyüzerinde",
"uk": "THF розчинник, 0°C для BH₃, потім окиснення",
"vi": "Dung môi THF, 0°C cho BH₃, sau đó oxy hóa",
"zh-Hans": "THF 溶剂,BH₃ 在 0°C,然后氧化",
"zh": "THF 溶剂,BH₃ 在 0°C,然后氧化"
}Mechanism
[
{
"smiles": "CC=C",
"description": {
"en": "Propene",
"ar": "بروبين",
"cs": "Propen",
"da": "Propene",
"de": "Propene",
"el": "Προπένιο",
"es-419": "Propene",
"es-ES": "Propene",
"es": "Propene",
"fi": "Propene",
"fr": "Propene",
"he": "פרופן",
"hr": "Propen",
"hu": "Propén",
"id": "Propena",
"it": "Propene",
"ja": "プロペン",
"ko": "프로펜",
"lv": "Propens",
"nb": "Propene",
"nl": "Propene",
"pl": "Propen",
"pt-BR": "Propene",
"pt-PT": "Propene",
"ro": "Propene",
"ru": "Пропен",
"sk": "Propen",
"sl": "Propen",
"sv": "Propene",
"th": "โพรพีน",
"tr": "Propen",
"uk": "Пропен",
"vi": "Propen",
"zh-Hans": "丙烯",
"zh": "丙烯"
}
},
{
"smiles": "CCCB",
"description": {
"en": "BH₃ adds across double bond in single step (concerted, syn)",
"ar": "BH₃ يضيف عبر مزدوجة رابطة في واحدة خطوة (متزامن, syn)",
"cs": "BH₃ pridava se across dvojna vazba v jeden krok (concerted, syn)",
"da": "BH₃ adds across double binding in ét trin (concerted, syn)",
"de": "BH₃ adds across double Bindung in ein Schritt (concerted, syn)",
"el": "BH₃ προστίθεται κατά μήκος του διπλού δεσμού σε ένα βήμα (συγχρονισμένη, syn)",
"es-419": "BH₃ se añade across doble enlace en un solo paso (concerted, syn)",
"es-ES": "BH₃ se añade across doble enlace en un solo paso (concerted, syn)",
"es": "BH₃ se añade across doble enlace en un solo paso (concerted, syn)",
"fi": "BH₃ adds across double sidos in yksi vaihe (concerted, syn)",
"fr": "BH₃ s'ajoute across double liaison dans une seule étape (concerted, syn)",
"he": "BH₃ מוסיף על פני כפול קשר ב יחיד שלב (מתואם, syn)",
"hr": "BH₃ dodaje se across dvostruka veza u jedan korak (concerted, syn)",
"hu": "BH₃ addicionálódik a kettős kötésen át egyetlen lépésben (koncertált, syn)",
"id": "BH₃ bertambah melintasi ikatan rangkap dalam satu langkah (serentak, syn)",
"it": "BH₃ si addiziona across doppio legame in un solo passaggio (concerted, syn)",
"ja": "BH₃が一段階で二重結合に付加する(協奏的、syn)",
"ko": "BH₃가 이중 결합에 단일 단계로 첨가됨(협동, syn)",
"lv": "BH₃ pievienojas across dubultsaite iekš viens solis (concerted, syn)",
"nb": "BH₃ adds across double binding in ett trinn (concerted, syn)",
"nl": "BH₃ adds across double binding in één stap (concerted, syn)",
"pl": "BH₃ dodaje sie across wiazanie podwojne w jeden krok (concerted, syn)",
"pt-BR": "BH₃ adiciona-se across ligação dupla em uma única etapa (concerted, syn)",
"pt-PT": "BH₃ adiciona-se across ligação dupla em uma única etapa (concerted, syn)",
"ro": "BH₃ se adaugă across legătură dublă în un singur pas (concerted, syn)",
"ru": "BH₃ присоединяется across двойная связь в одна стадия (concerted, syn)",
"sk": "BH₃ pridava sa across dvojita vazba v jeden krok (concerted, syn)",
"sl": "BH₃ se doda across dvojna vez v en korak (concerted, syn)",
"sv": "BH₃ adds across double bindning in ett steg (concerted, syn)",
"th": "BH₃ เติมข้ามพันธะคู่ในขั้นเดียว (เกิดพร้อมกัน, syn)",
"tr": "BH₃ eklenir çift bağ boyunca tek bolarakamakta (tek bolarakamaklı, syn)",
"uk": "BH₃ приєднується across подвійний звʼязок у один крок (concerted, syn)",
"vi": "BH₃ cộng qua liên kết đôi trong một bước (đồng thời, syn)",
"zh-Hans": "BH₃ 以单一步骤跨双键加成(协同,syn)",
"zh": "BH₃ 以单一步骤跨双键加成(协同,syn)"
}
},
{
"smiles": "CCCO",
"description": {
"en": "H₂O₂/OH⁻ replaces B with OH (retention of configuration)",
"ar": "H₂O₂/OH⁻ يستبدل B مع OH (احتفاظ من تشكيل)",
"cs": "H₂O₂/OH⁻ replaces B s OH (retention z konfigurace)",
"da": "H₂O₂/OH⁻ replaces B med OH (retention of konfiguration)",
"de": "H₂O₂/OH⁻ replaces B mit OH (Retention of Konfiguration)",
"el": "H₂O₂/OH⁻...Stereochemistry
{
"en": "Syn addition (H and OH end up on same face)",
"ar": "syn إضافة (H و OH ينتهي على الوجه نفسه)",
"cs": "Syn adice (H a OH end up na stejne strany)",
"da": "syn-addition (H og OH end up on same face)",
"de": "Syn-Addition (H und OH end up on same face)",
"el": "Syn προσθήκη (H και OH καταλήγουν στην ίδια πλευρά)",
"es-419": "Syn adición (H y OH end up on misma cara)",
"es-ES": "Syn adición (H y OH end up on misma cara)",
"es": "Syn adición (H y OH end up on misma cara)",
"fi": "syn-additio (H ja OH end up on same face)",
"fr": "Syn addition (H et OH end up on même face)",
"he": "syn סיפוח (H ו OH מסתיים על אותו פנים)",
"hr": "Syn adicija (H i OH end up na iste strane)",
"hu": "Syn addíció (H és OH ugyanarra az oldalra kerül)",
"id": "Adisi syn (H dan OH berakhir pada sisi yang sama)",
"it": "Syn addizione (H e OH end up on stessa faccia)",
"ja": "syn付加(HとOHが同じ面に入る)",
"ko": "syn 첨가(H와 OH가 같은 면에 놓임)",
"lv": "Syn pievienosana (H un OH end up uz tas pasas puses)",
"nb": "syn-addisjon (H og OH end up on same face)",
"nl": "syn-additie (H en OH end up on same face)",
"pl": "Syn addycja (H i OH end up na tej samej strony)",
"pt-BR": "Syn adição (H e OH end up on mesma face)",
"pt-PT": "Syn adição (H e OH end up on mesma face)",
"ro": "Syn adiție (H și OH end up on aceeași față)",
"ru": "Syn присоединение (H и OH end up на той же стороны)",
"sk": "Syn adicia (H a OH end up na tej istej strany)",
"sl": "Syn adicija (H v OH end up na iste strani)",
"sv": "syn-addition (H och OH end up on same face)",
"th": "การเติมแบบ syn (H และ OH ไปอยู่ด้านเดียวกัน)",
"tr": "Syn kdeılma (H ve OH aynı yüzde oluşur)",
"uk": "Syn приєднання (H і OH end up на того самого боку)",
"vi": "Cộng syn (H và OH nằm cùng một mặt)",
"zh-Hans": "syn 加成(H 和 OH 最终在同一面)",
"zh": "syn 加成(H 和 OH 最终在同一面)"
}Regiochemistry
{
"en": "Anti-Markovnikov: OH ends up on less substituted carbon",
"ar": "Anti-ماركوفنيكوف: OH ينتهي على أقل مستبدل كربون",
"cs": "Anti-Markovnikov: OH ends up na mene substituovany uhlik",
"da": "Anti-Markovnikov: OH ends up on mindre substitueret kulstof",
"de": "Anti-Markovnikov: OH ends up on weniger substituiert Kohlenstoff",
"el": "αντι-Markovnikov: το OH καταλήγει στον λιγότερο υποκατεστημένο άνθρακα",
"es-419": "Anti-Markovnikov: OH ends up on carbonoo menos sustituido",
"es-ES": "Anti-Markovnikov: OH ends up on carbonoo menos sustituido",
"es": "Anti-Markovnikov: OH ends up on carbonoo menos sustituido",
"fi": "Anti-Markovnikov: OH ends up on vähemmän substituoitu hiili",
"fr": "Anti-Markovnikov: OH ends up on carbonee le moins substitué",
"he": "Anti-מרקובניקוב: OH מסתיים על פחות מותמר פחמן",
"hr": "Anti-Markovnikov: OH ends up na manje supstituiran ugljik",
"hu": "anti-Markovnyikov: az OH a kevésbé szubsztituált szénre kerül",
"id": "Anti-Markovnikov: OH berakhir pada karbon yang kurang tersubstitusi",
"it": "Anti-Markovnikov: OH ends up on carbonioio meno sostituito",
"ja": "anti-Markovnikov: OHはより低置換の炭素に入る",
"ko": "anti-Markovnikov: OH가 덜 치환된 탄소에 놓임",
"lv": "Anti-Markovnikov: OH ends up uz mazak aizvietots ogleklis",
"nb": "Anti-Markovnikov: OH ends up on mindre substituert karbon",
"nl": "Anti-Markovnikov: OH ends up on minder gesubstitueerd koolstof",
"pl": "Anti-Markovnikov: OH ends up na mniej podstawiony wegiel",
"pt-BR": "Anti-Markovnikov: OH ends up on carbonoo menos substituído",
"pt-PT": "Anti-Markovnikov: OH ends up on carbonoo menos substituído",
"ro": "Anti-Markovnikov: OH ends up on carbon mai puțîn substituit",
"ru": "Anti-Markovnikov: OH ends up на менее замещенный углерод",
"sk": "Anti-Markovnikov: OH ends up na menej substituovany uhlik",
"sl": "Anti-Markovnikov: OH ends up na manj substituiran ogljik",
"sv": "Anti-Markovnikov: OH ends up on mindre substituerad kol",
"th": "Anti-Markovnikov: OH ไปอยู่บนคาร์บอนที่ถูกแทนที่น้อยกว่า",
"tr": "anti-Markovnikov: OH daha az sübstitüe karbağa oluşur",
"uk": "Anti-Markovnikov: OH ends up на менш заміщений вуглець",
"vi": "Anti-Markovnikov: OH nằm trên carbon ít thế hơn",
"zh-Hans": "Anti-Markovnikov:OH 最终在低取代碳上",
"zh": "Anti-Markovnikov:OH 最终在低取代碳上"
}Tips
[
{
"en": "No carbocation = no rearrangement",
"ar": "لا كربوكاتيون = لا إعادة ترتيب",
"cs": "Bez karbokation = bez presmyk",
"da": "Intet carbokation = ingen omlejring",
"de": "Kein Carbokation = keine Umlagerung",
"el": "Χωρίς καρβοκατιόν = χωρίς αναδιάταξη",
"es-419": "No carbocatión = sin reordenamiento",
"es-ES": "No carbocatión = sin reordenamiento",
"es": "No carbocatión = sin reordenamiento",
"fi": "Ei karbokationia = ei uudelleenjärjestymistä",
"fr": "No carbocation = pas de réarrangement",
"he": "אין קרבוקציון = אין סידור מחדש",
"hr": "Bez karbokation = bez pregrađivanje",
"hu": "Nbancs karboknálion = nbancs átrendeződés",
"id": "Tidak ada karbokation = tidak ada penataan ulang",
"it": "No carbocatione = nessun riarrangiamento",
"ja": "カルボカチオンなし = 転位なし",
"ko": "탄소양이온이 없어 재배열이 없음",
"lv": "Nav karbokations = nav pargrupesanas",
"nb": "Ingen karbokation = ingen omleiring",
"nl": "Geen carbokation = geen omlegging",
"pl": "Brak karbokation = brak przegrupowanie",
"pt-BR": "No carbocátion = sem rearranjo",
"pt-PT": "No carbocátion = sem rearranjo",
"ro": "No carbocation = fără rearanjare",
"ru": "Нет карбокатион = нет перегруппировка",
"sk": "Bez karbokation = bez prestavba",
"sl": "Brez karbokation = brez preureditev",
"sv": "Ingen karbokatjon = ingen omarrangering",
"th": "ไม่มีคาร์โบแคตไอออน = ไม่มีการจัดเรียงใหม่",
"tr": "Karbokdeyüzerinde yok = yeniden düzenlenme yok",
"uk": "Немає карбокатіон = немає перегрупування",
"vi": "Không có carbocation = không tái sắp xếp",
"zh-Hans": "无碳正离子 = 无重排",
"zh": "无碳正离子 = 无重排"
},
{
"en": "B adds to less hindered (less substituted) carbon",
"ar": "B يضيف إلى أقل معاق (أقل مستبدل) كربون",
"cs": "B pridava se na mene hindered (mene substituovany) uhlik",
"da": "B adds til mindre hindered (mindre substitueret) kulstof",
"de": "B adds zu weniger hindered (weniger substituiert) Kohlenstoff",
"el": "Το B προστίθεται στον λιγότερο παρεμποδισμένο (λιγότερο υποκατεστημένο) άνθρακα",
"es-419": "B se añade a menos impedido (menos substituted) carbono",
"es-ES": "B se añade a menos impedido (menos substituted) carbono",
"es": "B se añade a menos impedido (menos substituted) carbono",
"fi": "B adds kohti vähemmän hindered (vähemmän substituoitu) hiili",
"fr": "B s'ajoute en moins encombré (moins substituted) carbone",
"he": "B מוסיף ל פחות מופרע (פחות מותמר) פחמן",
"hr": "B dodaje se u manje hindered (manje supstituiran) ugljik",
"hu": "A B a kevésbé gátolt (kevésbé szubsztituált) szénhez addicionálódik",
"id": "B bertambah ke karbon yang kurang terhalang (kurang tersubstitusi)",
"it": "B si addiziona a meno ingombrato (meno substituted) carbonio",
"ja": "Bはより立体障害の小さい(より低置換の)炭素に付加する",
"ko": "B는 덜 혼잡한(덜 치환된) 탄소에 첨가됨",
"lv": "B pievienojas uz mazak hindered (mazak aizvietots) ogleklis",
"nb": "B adds til mindre hindered (mindre substituert) karbon",
"nl": "B adds tot minder hindered (minder gesubstitueerd) koolstof",
"pl": "B dodaje sie do mniej hindered (mniej podstawiony) wegiel",
"pt-BR": "B adiciona-se a menos impedido (menos substituted) carbono",
"pt-PT": "B adiciona-se a menos impedido (menos substituted) carbono",
"ro": "B se adaugă la mai puțîn împiedicat (mai puțîn substituted) carbon",
"ru": "B присоединяется в менее hindered (менее замещенный) углерод",
"sk": "B pridava sa na menej hindered (menej substituovany) uhlik",
"sl": "B se doda v manj hindered (manj substituiran) ogljik",
"sv": "B adds till mindre hindered (mindre substituerad) kol",
"th": "B เติมเข้าคาร์บอนที่กีดขวางน้อยกว่า (ถูกแทนที่น้อยกว่า)",
"tr": "B daha az engellenmiş (daha az sübstitüe) karbüzerindea eklenir",
"uk": "B приєднується до менш hindered (менш заміщений) вуглець",
"vi": "B cộng vào carbon ít cản trở hơn (ít thế hơn)",
"zh-Hans":...Related Reactions
hydrohalogenation, oxymercuration
Is Free
true