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Merck
CN

E22201

Sigma-Aldrich

重氮乙酸乙酯

contains ≥13 wt. % dichloromethane

别名:

DAAE

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About This Item

线性分子式:
N=N=CHCOOC2H5
CAS号:
分子量:
114.10
Beilstein:
107654
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

表单

liquid

质量水平

包含

≥13 wt. % dichloromethane

折射率

n20/D 1.46 (lit.)

沸点

140-141 °C/720 mmHg (lit.)

mp

−22 °C (lit.)

溶解性

water: slightly soluble

密度

1.085 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

CCOC(=O)C=[N+]=[N-]

InChI

1S/C4H6N2O2/c1-2-8-4(7)3-6-5/h3H,2H2,1H3

InChI key

YVPJCJLMRRTDMQ-UHFFFAOYSA-N

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应用

用于烯烃的钌催化不对称环丙烷化试剂。

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说明
价格

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Self-react. E - Skin Irrit. 2

储存分类代码

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

闪点(°F)

116.6 °F - closed cup

闪点(°C)

47 °C - closed cup

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Barry M Trost et al.
Journal of the American Chemical Society, 131(5), 1674-1675 (2009-02-05)
Magnesium-catalyzed enantioselective aldol between ethyl diazoacetate and aromatic, aliphatic, and alpha,beta-unsaturated aldehydes affords alpha-diazo-beta-hydroxy-esters in high enantioselectivities. Aldol adducts resulting from this asymmetric transformation are versatile intermediates toward the synthesis of several ester containing chiral building blocks.
Lian-Biao Zhao et al.
The Journal of organic chemistry, 72(26), 10276-10278 (2007-11-29)
Copper-catalyzed [4 + 1] cycloaddition reaction of alpha,beta-acetylenic ketones with alpha-diazo esters offers an efficient, direct route to highly substituted furans. The reaction conditions and the scope of the process are examined, and a possible mechanism is proposed.
Ying Chen et al.
The Journal of organic chemistry, 69(7), 2431-2435 (2004-03-31)
Vitamin B(12) derivatives were found for the first time to be general and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA). Among several common derivatives, aquocobalamin (B(12a)) was shown to be the most effective catalyst for a
Marianne Lenes Rosenberg et al.
The Journal of organic chemistry, 76(8), 2465-2470 (2011-03-19)
The performance of recently reported highly cis-diastereoselective Rh(I) cyclopropanation catalysts has been significantly improved by a systematic study of different reaction parameters (catalyst activation, solvent, temperature, stoichiometry). The catalyst efficiency and diastereoselectivity were enhanced by changing the activating agent from
Yoichiro Kuninobu et al.
Chemical communications (Cambridge, England), 46(46), 8860-8862 (2010-10-23)
Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl(3), in ethanol gave glycine derivatives. In this reaction, a carbon-nitrogen single bond of the amine was cleaved.

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