tert-Butyl acetoacetate

• Catalog No.: A11115
• CAS Number: 1694-31-1
• M. F.: C8H14O3
• M. W.: 158.19496
• Purity: 98+%

SYNONYMS

• Title: 乙酰乙酸叔丁酯
• IUPAC name: tert-butyl 3-oxobutanoate
• IUPAC Traditional name: tert-butyl 3-oxobutanoate
• Synonyms: Acetoacetic acid tert-butyl ester

DATABASE IDS

• Beilstein Number: 1680303
• CAS Number: 1694-31-1
• MDL Number: MFCD00008811
• EC Number: 216-904-5

PROPERTIES

• Purity: 98+%
• Boiling Point: 71-72°C/11mm
• Density: 0.961
• Flash Point: 76°C(169°F)
• Melting Point: -38°C
• Refractive Index: 1.4200
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• TSCA Listed: 是

REFERENCES

• Alternative to Ethyl acetoacetate, A12544, allowing decarboxylative cleavage of the ester group by acid catalyzed thermolysis, as in a general synthesis of ɑ?-unsaturated ketones: Acta Chem. Scand., 17, 2216 (1963). Application in the synthesis of acyloins: Arkiv. Chem., 17, 457 (1961); levulinic acids and δ-keto nitriles: Acta Chem. Scand., 16, 1191, 1324 (1962). Alkylation, NBS bromination and decarboxylative cleavage provide a sequence for the regiospecific synthesis of ɑ-bromo ketones: Synth. Commun., 25, 1045 (1995).
• The dimetallated species reacts selectively with electrophiles at the 4-position: J. Am. Chem. Soc., 96, 1082 (1974); J. Org. Chem., 43, 788 (1978).