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Ethyl diazoacetate

Ethyl diazoacetate structure

Ethyl diazoacetate 

structure
  • CAS No:

    623-73-4

  • Formula:

    C4H6N2O2

  • Chemical Name:

    Ethyl diazoacetate

  • Synonyms:

    Acetic acid,2-diazo-,ethyl ester;Acetic acid,diazo-,ethyl ester;Diazoacetic acid ethyl ester;Ethyl diazoacetate;Ethoxycarbonyldiazomethane;Ethyl 2-diazoacetate;Diazoacetic ester;DAAE;Ethyl 2-diazoethanoate;NSC 79147;2-Diazo-1-ethoxyethanone;Ethyl α-diazoacetate;Ethanediazonium,2-ethoxy-2-oxo-,inner salt;623-74-5;14088-56-3;25386-24-7;27332-36-1;41810-60-0;622872-57-5;1007309-24-1;1968545-71-2

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Liquid.


Ethyl diazoacetate (N=N=CHC(O)OC2H5) is a diazo compound and a reagent in organic chemistry. It was discovered by Theodor Curtius in 1883. The compound can be prepared by reaction of the ethyl ester of glycine with sodium nitrite and sodium acetate in water.

Ethyl diazoacetate Basic Attributes

114.103

114.042931

210-810-8

N84B835FMR

79147

2927000090

Characteristics

63.69000

-0.57

colourless liquid

1.085 g/mL at 25 °C(lit.)

-22 °C

145 °C

115 °F

n20/D 1.46(lit.)

2-8ºC

Safety Information

III

3.2

UN 1993 3/PG 3

3

R5;R10;R22;R40

36/37

AG5775000

Xn:Harmful;

P281

H226-H242-H302-H351

UN 1993

P281

|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P312, P303+P361+P353, P330, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

diazoacetic ester

Ethyl diazoacetate Use and Manufacturing

Reagent for ruthenium-catalyzed asymmetric cyclopropanation of alkenes.1

Analysis Methods

Name Column Shape Active Phase(℃) Retention index Temperature Control Method Comments Reference
Normal alkane RI, non-polar column, temperature ramp Capillary HP-5 MS 840. temperature ramp 25. m/0.20 mm/0.33 μm, Helium, 45. C @ 1. min, 5. K/min, 280. C @ 2. min Kornilova, T.A.Ukolov, A.I.Kostikov, R.R.Zenkevich, I.G.Stability of diazocarbonyl compounds under the conditions of gas chromatography and chromatography-mass spectrometry analysisRus. J. General Chem.2012, 82, 10, 1675-1685.
Normal alkane RI, non-polar column, temperature ramp Capillary HP-5 MS 867. temperature ramp 25. m/0.20 mm/0.33 μm, Helium, 45. C @ 1. min, 5. K/min, 280. C @ 2. min Kornilova, T.A.Ukolov, A.I.Kostikov, R.R.Zenkevich, I.G.Stability of diazocarbonyl compounds under the conditions of gas chromatography and chromatography-mass spectrometry analysisRus. J. General Chem.2012, 82, 10, 1675-1685.
Normal alkane RI, non-polar column, temperature ramp Capillary OV-101 834. temperature ramp 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C Zenkevich, I.G.Experimentally measured retention indices.2005.

Computed Properties

Molecular Weight:114.10
XLogP3:0.7
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:114.042927438
Monoisotopic Mass:114.042927438
Topological Polar Surface Area:28.3
Heavy Atom Count:8
Complexity:126
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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