ETHYL DIAZOACETOACETATE
ETHYL DIAZOACETOACETATE Basic information
- Product Name:
- ETHYL DIAZOACETOACETATE
- Synonyms:
-
- 2-Diazo-3-oxobutanoic acid ethyl ester
- 2-Diazo-3-oxobutyric acid ethyl
- 2-Diazo-3-oxobutyric acid ethyl ester
- 2-Diazoacetoacetic acid ethyl ester
- 3-Oxo-2-diazobutanoic acid ethyl ester
- ETHYL DIAZOACETOACETATE
- Butanoic acid, 2-diazo-3-oxo-, ethyl ester
- Ethyl 2-diazoacetoacetate
- CAS:
- 2009-97-4
- MF:
- C6H8N2O3
- MW:
- 156.14
- Product Categories:
-
- Azo/Diazo Compounds
- Nitrogen Compounds
- Organic Building Blocks
- Mol File:
- 2009-97-4.mol
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ETHYL DIAZOACETOACETATE Chemical Properties
- Boiling point:
- 102-103 °C(Press: 12 Torr)
- Density
- 1.131 g/mL at 25 °C (lit.)
- vapor pressure
- 0.36 psi ( 20 °C)
- refractive index
- n20/D 1.474(lit.)
- Flash point:
- 185 °F
- form
- liquid
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ETHYL DIAZOACETOACETATE Usage And Synthesis
Uses
Ethyl diazoacetoacetate can be used as a reactant to synthesize:
- 1,4-oxathiocines and thiopyran derivatives via Rh-catalyzed reaction with 2-amino-4,5-dihydro-3-thiophenecarbonitriles.
- β-keto esters via C-H insertion reaction with aromatic aldehydes using NbCl5 as a catalyst.
- Diazoacetoacetate derivatives by reacting with aldehydes via aldol condensation and subsequent and in situ oxidation reaction.
- Isoquinolone and pyridone derivatives by Rh-catalyzed C-H activation/annulation reaction with various N-methoxybenzamides.
Synthesis Reference(s)
Tetrahedron Letters, 5, p. 2285, 1964 DOI: 10.1002/lipi.19640660210
General Description
Ethyl diazoacetoacetate is a diazo compound. It participates in Rh2(OAc)4-catalyzed reactions with arylalkylamines and diarylamines. Reaction of ethyl diazoacetoacetate with N-methyl pyrrole and pyrrole derivatives has been studied.
ETHYL DIAZOACETOACETATESupplier
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