Ethyl diazoacetate
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Ethyl diazoacetate
structure -
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CAS No:
623-73-4
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Formula:
C4H6N2O2
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Chemical Name:
Ethyl diazoacetate
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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
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CAS No:
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.
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.
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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