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124141

4-Bromostyrene

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

Synonym(s):

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

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About This Item

Linear Formula:
H2C=CHC6H4Br
CAS Number:
2039-82-9
Molecular Weight:
183.05
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24847600
EC Number:
218-022-6
Beilstein/REAXYS Number:
1634204
MDL number:
MFCD00000110
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Quality Segment

200

assay

97%

form

liquid

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

SMILES string

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

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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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