4-Bromostyrene

Cat.No ACM2039829-2

Basic Information Description Application Features And Benefits

CAS	2039-82-9
Catalog Number	ACM2039829-2
Synonyms	1-Bromo-4-vinylbenzene, 1-(4-Bromophenyl)ethylene, p -Bromostyrene, 1-Bromo-4-ethenylbenzene, 4-Vinyl-1-bromobenzene
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.)
Assay	97%
Beilstein REAXYS Number	1634204
Contains	0.05% 3,5-di-tert-butylcatechol as inhibitor
EC Number	218-022-6
MDL Number	MFCD00000110
NACRES	NA.23
Packaging	Packaging 10, 25 g in glass bottle
PubChem ID	24847600
Quality Level	200
Refractive Index	n20/D 1.594 (lit.)
Storage Temperature	−20°C
Vapor Pressure	0.78 mmHg

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.

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.

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