136441
丙二酸二甲酯
98%
别名:
Dimethyl propanedioate, Malonic acid dimethyl ester
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关于此项目
线性分子式:
CH2(COOCH3)2
化学文摘社编号:
分子量:
132.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-597-8
Beilstein/REAXYS Number:
774261
MDL number:
产品名称
丙二酸二甲酯, 98%
InChI key
BEPAFCGSDWSTEL-UHFFFAOYSA-N
InChI
1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
SMILES string
COC(=O)CC(=O)OC
vapor density
>1 (vs air)
assay
98%
form
liquid
refractive index
n20/D 1.413 (lit.)
bp
180-181 °C (lit.)
mp
−62 °C (lit.)
solubility
alcohol: miscible
diethyl ether: miscible
oil: miscible
water: slightly soluble
density
1.156 g/mL at 25 °C (lit.)
functional group
ester
Quality Level
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Application
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。
General description
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。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
10 - Combustible liquids
wgk
WGK 1
flash_point_f
185.0 °F - closed cup
flash_point_c
85 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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)
R Padmakumar et al.
Analytical biochemistry, 214(1), 318-320 (1993-10-01)
A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a condensing agent, followed by transesterification with coenzyme A, to yield methylmalonyl coenzyme A
Violeta Iosub et al.
The Journal of organic chemistry, 75(5), 1612-1619 (2010-02-06)
A convenient and versatile enantioselective synthesis of biologically important alpha-quaternary amino acid derivatives was based on the sequential double alkylation or arylation of dimethyl malonate, followed by desymmetrization with porcine liver esterase (PLE) and Curtius rearrangement. The PLE-mediated hydrolysis of
B A McLaughlin et al.
Journal of neurochemistry, 70(6), 2406-2415 (1998-05-29)
Intrastriatal injections of the mitochondrial toxins malonate and 3-nitropropionic acid produce selective cell death similar to that seen in transient ischemia and Huntington's disease. The extent of cell death can be attenuated by pharmacological or surgical blockade of cortical glutamatergic
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