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124141 Aldrich

4-Bromostyrene

contains 0.05% 3,5-di-tert-butylcatechol as inhibitor, 97%

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Properties

Related Categories Materials Science, Monomers, Polymer Science, Styrene and Functionalized Styrene Monomers
InChI Key   WGGLDBIZIQMEGH-UHFFFAOYSA-N
assay   97%
contains   0.05% 3,5-di-tert-butylcatechol as inhibitor
refractive index   n20/D 1.594(lit.)
bp   89 °C/16 mmHg(lit.)
density   1.4 g/mL at 25 °C(lit.)
storage temp.   −20°C

Description

Packaging

10, 25 g in glass bottle

Application

4-Bromostyrene was used in the following studies:
• Structure activity relationships (SAR) study of the chemical and biochemical properties of the vinyl group of styrene.
• Synthesis of silsesquioxanes (SQ) having 4-bromostyrenyl substituents.
• To investigate the photochemical growth of Br-terminated self-assembled monolayers (SAMs) on Si(111).
• Synthesis of poly(1,4-phenylenevinylene), via Heck reaction.
• Synthesis of nitroolefins, via alkene cross-metathesis.

General description

4-Bromostyrene is a para-halogenated styrene derivative. The proton spectra of 4-bromostyrene exhibits dipolar couplings consistent with planar ground state structures, only if the torsional motion of lowest frequency occurs at about 80cm-1. It undergoes Heck reaction with 2-bromo-6-methoxynaphthalene in the presence of sodium acetate and Hermann′s catalyst in N,N-dimethylacetamide to afford diarylethene.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
WGK Germany 
3
Flash Point(F) 
167 °F
Flash Point(C) 
75 °C
Protocols & Articles

Articles

Heck Reaction

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes, and aryl or vinyl halides (or triflates) to afford substituted alkenes.1,2 It is a useful carbon–carbon bond form...
Keywords: Asymmetric synthesis, Cancer, Catalysis, Coupling reactions, Cross couplings, Heck Reaction, Herbicides, Ligands, Organic synthesis, Solvents

Peer-Reviewed Papers
15

References

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