tert-Butyl bromoacetate

• Catalog No.: A14917
• CAS Number: 5292-43-3
• M. F.: C6H11BrO2
• M. W.: 195.05434
• Purity: 98%

SYNONYMS

• Title: 溴乙酸叔丁酯
• IUPAC name: tert-butyl 2-bromoacetate
• IUPAC Traditional name: tert-butyl 2-bromoacetate
• Synonyms: Bromoacetic acid tert-butyl ester

DATABASE IDS

• MDL Number: MFCD00000188
• Beilstein Number: 1753010
• CAS Number: 5292-43-3
• EC Number: 226-133-6

PROPERTIES

• Purity: 98%
• Boiling Point: 175°C
• Density: 1.330
• Flash Point: 49°C(120°F)
• Refractive Index: 1.4450
• GHS Hazard statements: H314-H318-H226-H302
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P280-P303+P361+P353-P305+P351+P338-P310
• Risk Statements: 10-22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN2924
• Packing Group: III

REFERENCES

• In the Reformatsky synthesis of ?-hydroxy acids, competing ?-elimination and retro-aldol type cleavage are minimized by the use of the t-butyl ester, and heating the reaction mixture in dry benzene leads directly to the hydroxy acid, avoiding the need for a separate hydrolysis step: Chem. Commun., 679 (1969); J. Chem. Soc. (C), 2799 (1969). For a review of advances in the Reformatsky reaction, see: Synthesis, 571 (1989). Addition of the same organozinc reagent to nitriles gives amino acrylates, which can be hydrolyzed to ?-keto-esters (Blaise reaction). For extension of this reaction to hindered nitriles, see: J. Org. Chem., 48, 3833 (1983).