D97754
丙二酸二乙酯
ReagentPlus®, 99%
别名:
胡萝卜酸二乙酯
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关于此项目
线性分子式:
CH2(COOC2H5)2
化学文摘社编号:
分子量:
160.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-305-9
Beilstein/REAXYS Number:
774687
MDL number:
产品名称
丙二酸二乙酯, ReagentPlus®, 99%
InChI key
IYXGSMUGOJNHAZ-UHFFFAOYSA-N
InChI
1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
SMILES string
CCOC(=O)CC(=O)OCC
vapor density
5.52 (vs air)
vapor pressure
1 mmHg ( 40 °C)
product line
ReagentPlus®
assay
99%
form
liquid
refractive index
n20/D 1.413 (lit.)
bp
199 °C (lit.)
mp
−51-−50 °C (lit.)
density
1.055 g/mL at 25 °C (lit.)
Quality Level
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Application
利用沸石催化剂（通过在Nax和CSNax沸石上接枝氨基得到），使用丙二酸二乙酯对微反应器中的Knoevenagel缩合反应进行研究。它可以通过碱催化与苯甲醛进行Knoevenagel缩合，以合成二亚苄基丙二酸酯。它可用于合成α-芳基丙二酸酯。
General description
丙二酸二乙酯是丙二酸的二乙酯形式。它广泛用于将丙二酸官能团引入分子的多功能合成砌块。使用氯化镁和三乙胺对丙二酸二乙酯进行酰化已有报道。通过K2CO3催化的丙二酸二乙酯与各种取代形式的1,2-联烯酮的1,4加成反应，生成多官能化的β,γ-不饱和烯酮。
Packaging
玻璃瓶封装
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
10 - Combustible liquids
wgk
WGK 1
flash_point_f
199.4 °F - closed cup
flash_point_c
93 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Shengming Ma et al.
The Journal of organic chemistry, 68(23), 8996-9002 (2003-11-08)
The K2CO3 (10 mol %)-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones leading to polyfunctionalized beta,gamma-unsaturated enones 3 or 4 was studied. With 3-unsubstituted 1-substituted-1,2-allenyl ketones, the highly selective formation of beta,gamma-unsaturated enones 4 was observed; with
Solvent-free organocatalytic Michael addition of diethyl malonate to nitroalkenes: the practical synthesis of Pregabalin and ?-nitrobutyric acid derivatives
J Liu, et al.
Tetrahedron, 67, 636-640 (2011)
Edward J Hennessy et al.
Organic letters, 4(2), 269-272 (2002-02-14)
[reaction: see text] A general method for the synthesis of alpha-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs(2)CO(3) and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the alpha-aryl malonate
Integration of heterogeneous catalysts into complex synthetic routes: sequential vs. one-pot reactions in a (Knoevenagel+ Mukaiyama-Michael+ hydrogenation+ transesterification) sequence.
Fraile JM, et al.
Catalysis Science & Technology, 3(2), 436-443 (2013)
Procedures for the acylation of diethyl malonate and ethyl acetoacetate with acid chlorides using tertiary amine bases and magnesium chloride.
Rathke MW and Cowan PJ.
The Journal of Organic Chemistry, 50(15), 2622-2624 (1985)
商品
Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.
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