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蒸汽密度
5.52 (vs air)
质量水平
蒸汽压
1 mmHg ( 40 °C)
产品线
ReagentPlus®
方案
99%
表单
liquid
折射率
n20/D 1.413 (lit.)
沸点
199 °C (lit.)
mp
−51-−50 °C (lit.)
密度
1.055 g/mL at 25 °C (lit.)
SMILES字符串
CCOC(=O)CC(=O)OCC
InChI
1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
InChI key
IYXGSMUGOJNHAZ-UHFFFAOYSA-N
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一般描述
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。
应用
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。
包装
玻璃瓶封装
法律信息
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
警示用语:
Warning
危险声明
危险分类
Eye Irrit. 2
储存分类代码
10 - Combustible liquids
WGK
WGK 1
闪点(°F)
199.4 °F - closed cup
闪点(°C)
93 °C - closed cup
个人防护装备
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)
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)
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
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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