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157449 Aldrich

β-Bromostyrene

97%

Synonym: 1-Bromo-2-phenylethylene, beta-Bromostyrene

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Properties

Related Categories Alkenyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
InChI Key   YMOONIIMQBGTDU-VOTSOKGWSA-N
assay   97%
refractive index   n20/D 1.607(lit.)
bp   110-112 °C/20 mmHg(lit.)
mp   7 °C(lit.)
density   1.427 g/mL at 25 °C(lit.)
storage temp.   2-8°C

Description

Packaging

5 g in glass bottle

Application

β-Bromostyrene was used in the one-pot method for the preparation of cinnamonitriles. It was also used in the preparation of pure ethyl Z- and E-α,α-difluoro-4-phenyl-3-butenoate and 1,3-diphenyl-1-butene. It may be used in the synthesis of β-tert-butylstyrene via cross coupling reaction with tert-butylmagnesium chloride in the presence of dichloro[1,1′-bis(diphenylphosphino)ferrocene]nickel(II) catalyst. It may also be used to prepare γ-but-2-enolactone by reacting with nickel carbonyl in the presence of alkynes.

General description

β-Bromostyrene is an α,β-unsaturated aromatic halide. It can be synthesized by catalytic Hunsdiecker reaction (CHR) of cinnamic acid. It is commonly utilized as a precursor for preparing substituted alkenes, corresponding acetylenes and also in the total synthesis of natural compounds and antibiotics.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
WGK Germany 
3
RTECS 
WL3850000
Flash Point(F) 
215.6 °F
Flash Point(C) 
102 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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