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文件

D97754

丙二酸二乙酯

Name: 丙二酸二乙酯
Brand: ALDRICH

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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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

GHS07

訊號詞

Warning

危險聲明

H319

防範說明

P264 - P280 - P305 + P351 + P338 - P337 + P313

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)

分析证书(COA)

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Sigma-Aldrich

156248

乙醇钠

Sigma-Aldrich

411485

丙二酸二异丙酯

A general and mild copper-catalyzed arylation of diethyl malonate.

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)

Studies on K2CO3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: controlled selective synthesis of beta,gamma-unsaturated enones and alpha-pyrones.

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

Hexakis [60]Fullerene Adduct-Mediated Covalent Assembly of Ruthenium Nanoparticles and Their Catalytic Properties.

Faqiang Leng et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 23(54), 13379-13386 (2017-05-26)

The C

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)

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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.