Ethyl acetoacetate

• Catalog No.: A12544
• CAS Number: 141-97-9
• M. F.: C6H10O3
• M. W.: 130.1418
• Purity: 99+%

SYNONYMS

• Title: 乙酰乙酸乙酯
• IUPAC name: ethyl 3-oxobutanoate
• IUPAC Traditional name: ethyl acetoacetate
• Synonyms: Acetoacetic acid ethyl ester; Acetoacetic ester

DATABASE IDS

• EC Number: 205-516-1
• Beilstein Number: 385838
• CAS Number: 141-97-9
• Merck Index: 143758
• MDL Number: MFCD00009199

PROPERTIES

• Purity: 99+%
• Boiling Point: 180-181°C
• Density: 1.025
• Flash Point: 84°C(183°F)
• Melting Point: -43°C
• Refractive Index: 1.4190
• GHS Hazard statements: H319-H227-H303
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P280-P305+P351+P338-P312-P403+P235-P501A
• Risk Statements: 36
• RTECS: AK5250000
• Safety Statements: 26-60
• TSCA Listed: 是

REFERENCES

• Under the conditions of the classical acetoacetic ester route to methyl ketones [see, e.g.: Org. Synth. Coll., 1, 248, 351 (1941)], varying amounts of O-alkylation occur. Regioselective C-alkylation can be obtained by phase-transfer procedures: J. Org. Chem., 39, 3271 (1974). For improved alkylation using TBAB, see: Org. Prep. Proced. Int., 26, 469 (1994).
• Many techniques have been devised for the decarboalkoxylation of substituted ?-ketoesters (compare Diethyl malonate, A15468); for reviews, see: Synthesis, 805, 893 (1982). Enolisable ?-keto esters can be decarboalkoxylated by heating in toluene in the presence of a catalytic amount of DMAP. Other bases are ineffective: J. Org. Chem., 54, 3474 (1989).
• For use in diazo transfer reactions, see 4-Acetamidobenzenesulfonyl azide, L15916.