Octet / Reactions
Malonic Ester Synthesis
Included in Reactions.
Substitution
Source Details
Id
malonic-ester-synthesis
Name
{
"en": "Malonic Ester Synthesis",
"ar": "Malonic إستر تحضير",
"cs": "Malonic Ester Synteza",
"da": "Malonic Ester Syntese",
"de": "Malonic Ester Synthese",
"el": "Malσεic Εστέρας Σύνθεση",
"es-419": "Síntesis malonique",
"es-ES": "Síntesis malonique",
"es": "Síntesis malonique",
"fi": "Malonic Esteri Synteesi",
"fr": "Synthèse malonique",
"he": "Malonic אסטר סינתזה",
"hr": "Malonic Ester Sinteza",
"hu": "Malonic Észter Szbantézis",
"id": "Sintesis Ester Malonat",
"it": "Sintesi malonique",
"ja": "マロン酸エステル合成",
"ko": "말론산 에스터 합성",
"lv": "Malonic Esteris Sinteze",
"nb": "Malonic Ester Syntese",
"nl": "Malonic Ester Synthese",
"pl": "Malonic Ester Synteza",
"pt-BR": "Síntese malonique",
"pt-PT": "Síntese malonique",
"ro": "Sinteză malonique",
"ru": "Malonic Эфир Синтез",
"sk": "Malonic Ester Synteza",
"sl": "Malonic Ester Sinteza",
"sv": "Malonic Ester Syntes",
"th": "การสังเคราะห์เอสเทอร์มาโลนิก",
"tr": "Malüzerindeic Ester Sentez",
"uk": "Malonic Естер Синтез",
"vi": "Tổng hợp malonic ester",
"zh-Hans": "丙二酸酯合成",
"zh": "丙二酸酯合成"
}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
CCOC(=O)CC(=O)OCC
Product
CCC(=O)O
Reagents
NaOEt, R-X, then H₃O⁺/heat
Mechanism
[
{
"smiles": "CCOC(=O)CC(=O)OCC",
"description": {
"en": "Diethyl malonate: acidic α-H (pKa ~13)",
"ar": "Diethyl malonate: حمضي α-H (pKa ~13)",
"cs": "Diethyl malonate: kysele α-H (pKa ~13)",
"da": "Diethylmalonat: acidic α-H (pKa ~13)",
"de": "Diethylmalonat: acidic α-H (pKa ~13)",
"el": "Diethyl malσεσεe: οξύic α-H (pKa ~13)",
"es-419": "Dietil malonate: acidic α-H (pKa ~13)",
"es-ES": "Dietil malonate: acidic α-H (pKa ~13)",
"es": "Dietil malonate: acidic α-H (pKa ~13)",
"fi": "Dietyylimalonaatti: acidic α-H (pKa ~13)",
"fr": "Diéthyle malonate: acidic α-H (pKa ~13)",
"he": "Diethyl malonate: חומצי α-H (pKa ~13)",
"hr": "Diethyl malonate: kiseo α-H (pKa ~13)",
"hu": "Diethyl malonnále: savic α-H (pKa ~13)",
"id": "Dietil malonat: α-H asam (pKa ~13)",
"it": "Dietile malonate: acidic α-H (pKa ~13)",
"ja": "マロン酸ジエチル: 酸性α-H(pKa ~13)",
"ko": "다이에틸 말로네이트: 산성 α-H(pKa ~13)",
"lv": "Diethyl malonate: skabs α-H (pKa ~13)",
"nb": "Dietylmalonat: acidic α-H (pKa ~13)",
"nl": "Diethylmalonaat: acidic α-H (pKa ~13)",
"pl": "Diethyl malonate: kwasowy α-H (pKa ~13)",
"pt-BR": "Dietil malonate: acidic α-H (pKa ~13)",
"pt-PT": "Dietil malonate: acidic α-H (pKa ~13)",
"ro": "Dietil malonate: acidic α-H (pKa ~13)",
"ru": "Diethyl malonate: кислый α-H (pKa ~13)",
"sk": "Diethyl malonate: kysly α-H (pKa ~13)",
"sl": "Diethyl malonate: kisel α-H (pKa ~13)",
"sv": "Dietylmalonat: acidic α-H (pKa ~13)",
"th": "ไดเอทิลมาโลเนต: α-H เป็นกรด (pKa ~13)",
"tr": "Diethyl malüzerindedee: olarakitic α-H (pKa ~13)",
"uk": "Diethyl malonate: кислий α-H (pKa ~13)",
"vi": "Diethyl malonate: α-H có tính axit (pKa ~13)",
"zh-Hans": "丙二酸二乙酯:酸性 α-H(pKa ~13)",
"zh": "丙二酸二乙酯:酸性 α-H(pKa ~13)"
}
},
{
"smiles": "CCOC(=O)C([C-])C(=O)OCC",
"description": {
"en": "Deprotonation gives stabilized enolate",
"ar": "نزع بروتون يعطي stabilized إينولات",
"cs": "Deprotonace dava stabilized enolat",
"da": "Deprotonering giver stabiliseret enolat",
"de": "Deprotonierung ergibt stabilisiertes Enolat",
"el": "Deπρωτονίωση δίνει stabilized ενολικό ανιόν",
"es-419": "Desprotonación da stabilized enolate",
"es-ES": "Desprotonación da stabilized enolate",
"es": "Desprotonación da stabilized enolate",
"fi": "Deprotonointi antaa stabiloidun enolaatin",
"fr": "Déprotonation donne stabilized enolate",
"he": "דה-פרוטונציה נותן stabilized אנולאט",
"hr": "Deprotoniranje daje stabilized enolat",
"hu": "Deprotonálás ad stabilized enbancslát",
"id": "Deprotonasi memberi enolat terstabilkan",
"it": "Deprotonazione dà stabilized enolate",
"ja": "脱プロトン化で安定化エノラートを与える",
"ko": "탈양성자화로 안정화된 에놀레이트를 줌",
"lv": "Deprotonesana dod stabilized enolats",
"nb": "Deprotonering gir stabilisert enolat",
"nl": "Deprotonering geeft gestabiliseerd enolaat",
"pl": "Deprotonacja daje stabilized enolan",
"pt-BR": "Desprotonação dá stabilized enolate",
"pt-PT": "Desprotonação dá stabilized enolate",
"ro": "Deprotonare dă stabilized enolate",
"ru": "Депротонирование дает stabilized енолят",
"sk": "Deprotonacia dava stabilized enolat",
"sl": "Deprotonacija da stabilized enolat",
"sv": "Deprotonering ger stabiliserat enolat",
"th": "การดึงโปรตอนออกให้อีโนเลตที่เสถียร",
"tr": "Deprotüzerindeolarakyüzerinde verir stabilized eyoklde",
"uk": "Депротонування дає stabilized енолят",
"vi": "Khử proton cho enolate được bền hóa",
"zh-Hans": "去质子化得到稳定化烯醇盐",
"zh": "去质子化得到稳定化烯醇盐"
}
},
{
"smiles": "CCC(=O)O",
"description": {
"en": "After alkylation, hydrolysis, and decarboxylation → carboxylic acid",
"ar": "After ألكلة, تحلل مائي, و decarboxylation → حمض كربوكسيلي",...Tips
[
{
"en": "Makes substituted acetic acids",
"ar": "يصنع مستبدل حمض الأسيتيك",
"cs": "Cini substituovany acetic kyseliny",
"da": "Makes substitueret acetic acids",
"de": "Makes substituiert acetic acids",
"el": "Makes υποκατεστημένο acetic οξύs",
"es-419": "Forma ácidos acéticos sustituidos",
"es-ES": "Forma ácidos acéticos sustituidos",
"es": "Forma ácidos acéticos sustituidos",
"fi": "Makes substituoitu acetic acids",
"fr": "Produit des acides acétiques substitués",
"he": "יוצר מותמר חומצה אצטית",
"hr": "Cini supstituiran acetic kiseline",
"hu": "Makes szubsztituált acetic savs",
"id": "Membuat asam asetat tersubstitusi",
"it": "Produce acidi acetici sostituiti",
"ja": "置換酢酸を作る",
"ko": "치환 아세트산을 만듦",
"lv": "Padara aizvietots acetic skabes",
"nb": "Makes substituert acetic acids",
"nl": "Makes gesubstitueerd acetic acids",
"pl": "Czyni podstawiony acetic kwasy",
"pt-BR": "Forma ácidos acéticos substituídos",
"pt-PT": "Forma ácidos acéticos substituídos",
"ro": "Formează acizi acetici substituiți",
"ru": "Делает замещенный acetic кислоты",
"sk": "Robi substituovany acetic kyseliny",
"sl": "Naredi substituiran acetic kisline",
"sv": "Makes substituerad acetic acids",
"th": "สร้างกรดอะซิติกที่ถูกแทนที่",
"tr": "Makes sübstitüe acetic olarakits",
"uk": "Робить заміщений acetic кислоти",
"vi": "Tạo axit acetic đã thế",
"zh-Hans": "制备取代乙酸",
"zh": "制备取代乙酸"
},
{
"en": "Can alkylate twice for disubstituted",
"ar": "يمكن alkylate twice لـ disubstituted",
"cs": "Can alkylate twice pro disubstituted",
"da": "Can alkylate twice for disubstitueret",
"de": "Can alkylate twice for disubstituiert",
"el": "Can alkylσεe twice για disubstituted",
"es-419": "Can alkylate twice para disubstituted",
"es-ES": "Can alkylate twice para disubstituted",
"es": "Can alkylate twice para disubstituted",
"fi": "Can alkylate twice for disubstituoitu",
"fr": "Can alkylate twice pour disubstituted",
"he": "יכול alkylate twice עבור disubstituted",
"hr": "Can alkylate twice za disubstituted",
"hu": "Can alkylnále twice számára disubstituted",
"id": "Dapat dialkilasi dua kali untuk disubstitusi",
"it": "Can alkylate twice per disubstituted",
"ja": "二置換体にするため2回アルキル化できる",
"ko": "두 번 알킬화하면 이치환 생성물을 만들 수 있음",
"lv": "Can alkylate twice prieks disubstituted",
"nb": "Can alkylate twice for disubstituert",
"nl": "Can alkylate twice for digesubstitueerd",
"pl": "Can alkylate twice dla disubstituted",
"pt-BR": "Can alkylate twice para disubstituted",
"pt-PT": "Can alkylate twice para disubstituted",
"ro": "Can alkylate twice pentru disubstituted",
"ru": "Can alkylate twice для disubstituted",
"sk": "Can alkylate twice pre disubstituted",
"sl": "Can alkylate twice za disubstituted",
"sv": "Can alkylate twice for disubstituerad",
"th": "ทำแอลคิเลชันได้สองครั้งเพื่อให้ผลิตภัณฑ์แทนที่สองตำแหน่ง",
"tr": "Can alkyldee twice içiçinde disubstituted",
"uk": "Can alkylate twice для disubstituted",
"vi": "Có thể alkyl hóa hai lần để tạo sản phẩm hai thế",
"zh-Hans": "可烷基化两次得到二取代产物",
"zh": "可烷基化两次得到二取代产物"
},
{
"en": "Decarboxylation: β-keto acid loses CO₂",
"ar": "Decarboxylation: β-كيتو حمض loses CO₂",
"cs": "Decarboxylation: β-keto kyselina loses CO₂",
"da": "Decarboxylation: β-keto syre loses CO₂",
"de": "Decarboxylation: β-keto Säure loses CO₂",
"el": "Decarboxylσεiσε: β-keto οξύ loses CO₂",
"es-419": "Decarboxylation: β-keto ácido loses CO₂",
"es-ES": "Decarboxylation: β-keto ácido loses CO₂",
"es": "Decarboxylation: β-keto ácido loses CO₂",
"fi": "Decarboxylation: β-keto happo loses CO₂",
"fr": "Decarboxylation: β-keto acide loses CO₂",
"he": "Decarboxylation: β-קטו חומצה loses CO₂",
"hr": "Decarboxylation: β-keto kiselina loses CO₂",
"hu":...Related Reactions
acetoacetic-ester-synthesis
Is Free
false