Diethyl allylmalonate (HCID 74900)

名称と識別子

優先名称: Diethyl allylmalonate
IUPAC: diethyl 2-prop-2-enylpropanedioate
現地名: アリルマロン酸ジエチル
英語名: Diethyl allylmalonate
分子式: C10H16O4
分子量: 200.23

名称と別名

Diethyl allylmalonate2049-80-1diethyl 2-prop-2-enylpropanedioatePropanedioic acid, 2-(2-propen-1-yl)-, 1,3-diethyl esterM5ETZ38HUJ2-allylmalonic acid diethyl esterNSC-8777EINECS 218-072-9NSC-67393AI3-11069DTXSID30883787RefChem:133399

名称をさらに表示

アリルマロン酸ジエチル3-ブテン-1,1-ジカルボン酸ジエチル2-(2-プロペニル)マロン酸ジエチルアリルマロン酸ジエチル2-アリルプロパン二酸ジエチル2-アリルマロン酸ジエチル2-プロペニルマロン酸ジエチルジエチル=アリルマロナートアリルマロン酸ジエチル, 97%1,3-ジエチル 2-(プロパ-2-エン-1-イル)プロパンジオアートNSC 8777Diethyl allylDiethyl allylmaloteALLYLDIETHYLMALONATEDiethyl allyimalonateDiethyl allylmalonate,97%Allylmalonic acid diethyl

DTXCID901023274218-072-9GDWAYKGILJJNBB-UHFFFAOYSA-NInChI=1/C10H16O4/c1-4-7-8(9(11)13-5-2)10(12)14-6-3/h4,8H,1,5-7H2,2-3HDiethyl 2-allylmalonateEthyl allylmalonateAllylmalonic acid diethyl esterDiethyl prop-2-enylpropanedioate

データベース識別子

CAS: 2049-80-1
PubChem CID: 74900
DTXSID: DTXSID30883787
UNII: M5ETZ38HUJ
EC Number: 218-072-9
Nikkaji: J26.303F

物性

構造計算による物性

XLogP: 1.9
極性表面積: 52.6 Å²
水素結合供与体数: 0
水素結合受容体数: 4
回転可能結合数: 8
重原子数: 14
形式電荷: 0
複雑度: 192

実験および物理化学的性質

SpringerMaterials PropertiesDiamagnetic susceptibility

物理化学的性質

沸点: 222 · 222-223 °C(lit.)
比重(密度): 1.015 g/mL · 1.015 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.431(lit.)
闪点: 160 °F · 160 °F
貯蔵温度: 30 °C · Store below +30°C.
外見: 液体
酸解離定数(Pka): 12.63 · 12.63±0.46(Predicted)
色: 無色透明～微黄色透明
水溶解度: 水と混和しないか、または混合しにくい。
BRN: 1709466 · 1709466
InChI: 1S/C10H16O4/c1-4-7-8(9(11)13-5-2)10(12)14-6-3/h4,8H,1,5-7H2,2-3H3
InChIKey: GDWAYKGILJJNBB-UHFFFAOYSA-N
SMILES: CCOC(=O)C(CC=C)C(=O)OCC
LogP: 1.99 · 1.990 (est)
CAS データベース: 2049 · 2049-80-1(CAS DataBase Reference)
NISTの化学物質情報: 2 · Propanedioic acid, 2-propenyl-, diethyl ester(2049-80-1)
EPAの化学物質情報: 2 · Propanedioic acid, 2-propenyl-, diethyl ester (2049-80-1)

化学的性質

化学的特性clear colorless to slightly yellow liquid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2.4% (1 of 41) of reports.

Warning

H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationChemical: Propanedioic acid, 2-propenyl-, diethyl ester

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia

Hazard Classes and CategoriesSkin Irrit. 2 (97.6%)

安全データ

wgk: 3
tsca: TSCA listed
ridadr: NA 1993 / PGIII
hs_code: 29171990
risk_code: 36/37/38
消防法: 危-4-3-III
hazard_code: Xi
safety_code: 26-36-37/39
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

General Manufacturing InformationPropanedioic acid, 2-(2-propen-1-yl)-, 1,3-diethyl ester: INACTIVE

応用分野

使用Diethyl allylmalonate is an important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals, agrochemicals and flavors and fragrances compounds.

調製方法 · 1 件

製造方法Diethyl allyl malonate is obtained by reacting diethyl malonate with allyl bromide. Under nitrogen atmosphere, to a 500 mL three-neck round bottom flask was added diethyl malonate (20 g), anhydrous potassium carbonate (43 g) and anhydrous CH3CN (200 mL). The reaction mixture was stirred at room temperature for 10 minutes, then allyl bromide (23 g) was slowly added to the reaction mixture at room temperature. The reaction mixture was heated to 80°C for 24 hours. The reaction mixture was cooled to room temperature and filtered through a bed of celite. The celite bed was washed with acetonitrile (100 mL) and the combined filtrates were concentrated to give diethyl allylmalonate (24 g) as a colorless liquid.