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Merck
CN

159441

Sigma-Aldrich

乙炔二甲酸二乙酯

95%

别名:

丁炔二酸二乙酯

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About This Item

线性分子式:
C2H5OCOC≡CCOOC2H5
CAS号:
分子量:
170.16
Beilstein:
743166
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

95%

形式

liquid

折射率

n20/D 1.443 (lit.)

bp

107-110 °C/11 mmHg (lit.)

密度

1.063 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

CCOC(=O)C#CC(=O)OCC

InChI

1S/C8H10O4/c1-3-11-7(9)5-6-8(10)12-4-2/h3-4H2,1-2H3

InChI key

STRNXFOUBFLVIN-UHFFFAOYSA-N

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一般描述

丁炔二酸二乙酯是一种蛋白交联剂。

丁炔二酸二乙酯可用于O-乙烯基肟合成的Michael受体,并用于亲核加成反应。

应用

丁炔二酸二乙酯被用于合成:
  • 3,4,5-三取代2(5H)-呋喃酮衍生物
  • 高度官能化的噻唑烷酮衍生物
  • 新型环状过氧化物葡萄糖苷
  • 通过Diels-Alder反应合成4,11-dimesitylbisanthene,一种可溶性bisanthene衍生物

象形图

Corrosion

警示用语:

Danger

危险声明

危险分类

Skin Corr. 1B

WGK

WGK 3

闪点(°F)

201.2 °F

闪点(°C)

94 °C

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

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Di-Zao Li et al.
Journal of Asian natural products research, 11(7), 613-620 (2010-02-26)
Four novel cyclic peroxide glucosides 15a, 15b, 16a, and 16b, optically pure analogs of shuangkangsu (1), which is an anti-virus natural product with an unusual skeleton isolated from the buds of Lonicera japonica Thunb, were first synthesized totally in six
W M Basyouni et al.
Drug research, 65(9), 473-478 (2014-09-11)
A series of 3,4,5-trisubstituted 2(5H)-furanone derivatives was synthesized through one-pot reaction of amines, aldehydes and diethyl acetylenedicarboxylate. Silica sulfuric acid efficiently catalyzes the 3-component reaction to afford the corresponding 2(5H)-furanones in high yields. The synthesized compounds were tested against HEPG2
Microwave Induced Stereoselective Synthesis of O--Vinyl Oximes using Acetylenic Esters as Efficient Michael Acceptors
Ankush M et al.
ChemistrySelect, 3, 9464-9468 (2018)
Abdelmadjid Benmohammed et al.
Molecules (Basel, Switzerland), 19(3), 3068-3083 (2014-03-13)
We present herein the synthesis in good yields of two series of highly functionalized thiazolidinone derivatives from the reactions of various 4-phenyl-3-thio-semicarbazones with ethyl 2-bromoacetate and diethyl acetylenedicarboxylate, respectively.
Eric H Fort et al.
Journal of the American Chemical Society, 131(44), 16006-16007 (2009-10-17)
A soluble bisanthene derivative, 4,11-dimesitylbisanthene, has been synthesized in three steps from bianthrone. In hot toluene, this bisanthene undergoes a clean Diels-Alder reaction with diethyl acetylenedicarboxylate to give a rearomatized 1:1 cycloadduct and, more slowly, a rearomatized 2:1 cycloadduct. In

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