CAS 2039-82-9 4-Bromostyrene - Materials / Alfa Chemistry

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Monomers

4-Bromostyrene

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Catalog Number

ACM2039829-2

Product Name

4-Bromostyrene

Structure

CAS

2039-82-9

Category

Monomers

Synonyms

1-Bromo-4-vinylbenzene, 1-(4-Bromophenyl)ethylene, p -Bromostyrene, 1-Bromo-4-ethenylbenzene, 4-Vinyl-1-bromobenzene

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.

IUPAC Name

1-Bromo-4-ethenylbenzene

Molecular Weight

183.05

Molecular Formula

H2C=CHC6H4Br

Canonical SMILES

Brc1ccc(C=C)cc1

InChI

1S/C8H7Br/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2

InChI Key

WGGLDBIZIQMEGH-UHFFFAOYSA-N

Boiling Point

89 °C/16 mmHg (lit.)

Melting Point

4.5 °C

Flash Point

168 °F

Purity

96%

Density

1.4 g/mL at 25 °C (lit.)

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.

Complexity

90.7

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

EC Number

218-022-6

Exact Mass

181.97311

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Formal Charge