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E22201

Ethyl diazoacetate

Name: Ethyl diazoacetate
Brand: ALDRICH

contains ≥13 wt. % dichloromethane

Synonym(s):

DAAE

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About This Item

Linear Formula:

N=N=CHCOOC₂H₅

CAS Number:

623-73-4

Molecular Weight:

114.10

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24894459

MDL number:

MFCD00001989

Beilstein/REAXYS Number:

107654

Form:

liquid

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form

liquid

Quality Level

200

contains

≥13 wt. % dichloromethane

refractive index

n20/D 1.46 (lit.)

bp

140-141 °C/720 mmHg (lit.)

mp

−22 °C (lit.)

solubility

water: slightly soluble

density

1.085 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

YVPJCJLMRRTDMQ-UHFFFAOYSA-N

Related Categories

Chemistry & Biochemicals

Chemical Building Blocks

Organic Building Blocks

Application

Reagent for ruthenium-catalyzed asymmetric cyclopropanation of alkenes.

New Diazoacetate Formulations

pictograms

GHS02,GHS08,GHS07

signalword

Warning

hcodes

H226,H242,H302,H315,H319,H351

pcodes

P210 - P301 + P312 - P303 + P361 + P353 - P308 + P313 - P370 + P378 - P403 + P235

Hazard Classifications

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

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

Regulatory Information

危险化学品

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Chromatographic examination of the chemical composition and sequence distribution of copolymers from ethyl and benzyl diazoacetate.

Eva M Reingruber et al.

Journal of chromatography. A, 1255, 259-266 (2012-03-31)

Polymers, especially copolymers, are highly complex samples and, therefore, require various setups for their thorough characterization. In this work, one- and two-dimensional chromatographic approaches were applied to characterize two homopolymers and two dissimilar copolymers prepared by rhodium-mediated carbene polymerization using

Synthesis, isolation and characterization of cationic gold(I) N-heterocyclic carbene (NHC) complexes.

Pierre de Frémont et al.

Chemical communications (Cambridge, England), (19)(19), 2045-2047 (2006-06-13)

A number of cationic gold(I) complexes have been synthesized and found to be stabilized by the use of N-heterocyclic carbene ligands. These species are often employed as in situ-generated reactive intermediates in gold catalyzed organic transformations. An isolated, well-defined species

Palladium-catalyzed cross-coupling of aryl or vinyl iodides with ethyl diazoacetate.

Cheng Peng et al.

Journal of the American Chemical Society, 129(28), 8708-8709 (2007-06-26)

Formal aromatic C-H insertion for stereoselective isoquinolinone synthesis and studies on mechanistic insights into the C-C bond formation.

Chan Pil Park et al.

The Journal of organic chemistry, 74(16), 6231-6236 (2009-07-28)

Formal aromatic C-H insertion of rhodium(II) carbenoid was intensively investigated to develop a new methodology and probe its mechanism. Contrasting with the previously proposed direct C-H insertion, the mechanism was revealed to be electrophilic aromatic substitution, which was supported by

Copper-catalyzed [4 + 1] cycloadditions of alpha,beta-acetylenic ketones with diazoacetates to form trisubstituted furans.

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.

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Global Trade Item Number

SKU	GTIN
E22201-5G	04061833602522
E22201-20G	04061833602515
E22201-1KG	04061822415317
E22201-100G	04061833602508

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