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:
Assay:
98%
Form:
liquid
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
Quality Level
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
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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。
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。
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)
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
Catalytic oxidative decarboxylation of malic acid into dimethyl malonate in methanol with dioxygen.
Junxia Liu et al.
ChemSusChem, 5(11), 2151-2154 (2012-10-12)
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