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Merck
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文件

D97754

Sigma-Aldrich

丙二酸二乙酯

ReagentPlus®, 99%

别名:

胡萝卜酸二乙酯

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About This Item

线性分子式:
CH2(COOC2H5)2
CAS号:
105-53-3
分子量:
160.17
Beilstein:
774687
EC號碼:
203-305-9
MDL號碼:
MFCD00009195
分類程式碼代碼:
12352100
PubChem物質ID:
24894329
NACRES:
NA.22

蒸汽密度

5.52 (vs air)

蒸汽壓力

1 mmHg ( 40 °C)

產品線

ReagentPlus®

化驗

99%

形狀

liquid

折射率

n20/D 1.413 (lit.)

bp

199 °C (lit.)

mp

−51-−50 °C (lit.)

密度

1.055 g/mL at 25 °C (lit.)

SMILES 字串

CCOC(=O)CC(=O)OCC

InChI

1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

InChI 密鑰

IYXGSMUGOJNHAZ-UHFFFAOYSA-N

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相关类别

一般說明

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。

應用

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。

包裝

玻璃瓶封装

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H319

危險分類

Eye Irrit. 2

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 1

閃點（°F）

199.4 °F - closed cup

閃點（°C）

93 °C - closed cup

個人防護裝備

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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
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Knoevenagel Condensation Reaction

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.

Knoevenagel Condensation Reaction

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.

Knoevenagel Condensation Reaction

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