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Merck
CN

159441

乙炔二甲酸二乙酯

95%

别名:

丁炔二酸二乙酯

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关于此项目

线性分子式:
C2H5OCOC≡CCOOC2H5
化学文摘社编号:
分子量:
170.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-095-8
Beilstein/REAXYS Number:
743166
MDL number:
Assay:
95%
Form:
liquid
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Quality Level

assay

95%

form

liquid

refractive index

n20/D 1.443 (lit.)

bp

107-110 °C/11 mmHg (lit.)

density

1.063 g/mL at 25 °C (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

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

General description

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。

Application

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


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

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

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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
Microwave Induced Stereoselective Synthesis of O--Vinyl Oximes using Acetylenic Esters as Efficient Michael Acceptors
Ankush M et al.
ChemistrySelect, 3, 9464-9468 (2018)



全球贸易项目编号

货号GTIN
159441-25G04061838744562
159441-100G04061836682576
159441-5G04061838744579