tert-Butyl bromide

• Catalog No.: A13727
• CAS Number: 507-19-7
• M. F.: C4H9Br
• M. W.: 137.01826
• Purity: 98+%, stab. with potassium carbonate

SYNONYMS

• Title: 叔丁基溴
• IUPAC name: 2-bromo-2-methylpropane
• IUPAC Traditional name: tert-butyl bromide
• Synonyms: 2-Bromo-2-methylpropane

DATABASE IDS

• Merck Index: 141555
• Beilstein Number: 1730892
• CAS Number: 507-19-7
• MDL Number: MFCD00000125
• EC Number: 208-065-9

PROPERTIES

• RTECS: TX4150000
• Safety Statements: 9-16-33-60
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN2342
• Packing Group: II
• GHS Hazard statements: H225
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A
• Risk Statements: 11
• Purity: 98+%, stab. with potassium carbonate
• Boiling Point: 74-76°C
• Density: 1.210
• Flash Point: 18°C(64°F)
• Melting Point: -20°C
• Refractive Index: 1.4280

REFERENCES

• Reduces sulfoxides to sulfides via a bromosulfonium intermediate: Synthesis, 141 (1981):
  
• For use of tert-halides in the direct alkylation of malonic acid derivatives under Lewis acid conditions, see Malononitrile, A15046. Similarly, silyl enol ethers can be alkylated by tert-butyl halides in the presence of TiCl₄: Angew. Chem. Int. Ed., 17, 48 (1978).
• In the presence of K₂CO₃ and BTEAC in DMA, N-protected amino acids can be readily converted to their t-butyl esters: Tetrahedron Lett., 34, 7409 (1993).
• Similarly, with DMSO is equivalent to bromodimethylsulfonium bromide, and has been used to cleave ethylene thioacetals: Synthesis, 151 (1982), and as a highly selective brominating agent for alkenes and alkynes: Gazz. Chim. Ital., 115, 29 (1985), aldehydes and ketones: Tetrahedron, 40, 2035 (1984).