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| | Ethyl diazoacetoacetate Basic information |
| | 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.) | | Fp | 185 °F | | storage temp. | Storage temp. 2-8°C | | form | liquid | | Appearance | Colorless to light yellow Liquid | | InChI | 1S/C6H8N2O3/c1-3-11-6(10)5(8-7)4(2)9/h3H2,1-2H3 | | InChIKey | JWTPSIXYXYNAOU-UHFFFAOYSA-N | | SMILES | CCOC(=O)C(=[N+]=[N-])C(C)=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 29270000 | | Storage Class | 5.2 - Organic peroxides and self-reacting hazardous materials | | Hazard Classifications | Eye Irrit. 2
Self-react. C
Skin Irrit. 2
STOT SE 3 |
| | 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 diazoacetoacetate Preparation Products And Raw materials |
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