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Merck
CN

136441

Sigma-Aldrich

丙二酸二甲酯

98%

别名:

Dimethyl propanedioate, Malonic acid dimethyl ester

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About This Item

线性分子式:
CH2(COOCH3)2
CAS号:
分子量:
132.11
Beilstein:
774261
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

蒸汽密度

>1 (vs air)

质量水平

检测方案

98%

形式

liquid

折射率

n20/D 1.413 (lit.)

bp

180-181 °C (lit.)

mp

−62 °C (lit.)

溶解性

alcohol: miscible
diethyl ether: miscible
oil: miscible
water: slightly soluble

密度

1.156 g/mL at 25 °C (lit.)

SMILES字符串

COC(=O)CC(=O)OC

InChI

1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3

InChI key

BEPAFCGSDWSTEL-UHFFFAOYSA-N

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一般描述

丙二酸二甲酯与1,3-二苯基丙-2-烯基乙酸酯发生钯催化的对映选择性烯丙基取代反应,生成纯的非对映性噻吩基吡啶

应用

丙二酸二甲酯用于金催化的甘油、1,2-丙二醇和1,3-丙二醇的氧化酯化反应

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2

WGK

WGK 1

闪点(°F)

185.0 °F

闪点(°C)

85 °C

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Chiral thienylpyridines as N-S ligands for asymmetric catalysis: Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions.
Chelucci G, et al.
J. Mol. Catal. A: Chem., 197(1), 27-35 (2003)
Oxidation of glycerol and propanediols in methanol over heterogeneous gold catalysts.
Taarning E, et al.
Green Chemistry, 10(4), 408-414 (2008)
M Coker et al.
Journal of inherited metabolic disease, 19(6), 743-751 (1996-01-01)
Total plasma odd-numbered long-chain fatty acids were analysed in patients with methylmalonic acidaemia (vitamin B12-responsive and unresponsive), combined methylmalonic acidaemia/homocystinuria (CblC), propionic acidaemia (both neonatal-onset and late-onset), biotinidase deficiency and holocarboxylase synthase deficiency, as well as in hospital controls. Total
Lawrence P Tardibono et al.
Organic letters, 11(18), 4076-4079 (2009-08-22)
Homoallylic esters are obtained in a single transformation from allyl 2,2,2-trifluoroethyl malonates by using a Pd(0) catalyst. Facile decarboxylation of allyl 2,2,2-trifluoroethyl malonates is attributed to a decrease in pK(a) compared to allyl methyl malonates. Subsequent reduction of the homoallylic
G Y Choi et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(8), 3174-3176 (1990-04-01)
To probe for free radical intermediates in the model methylmalonate to succinate rearrangements promoted by vitamin B12s, a model series with a pentenyl side chain radical trap has been devised. The control free radical, generated by tri-n-butyltin hydride treatment of

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