D97754
丙二酸二乙酯
ReagentPlus®, 99%
别名:
胡萝卜酸二乙酯
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)
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)
Faqiang Leng et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(54), 13379-13386 (2017-05-26)
The C
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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