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4-Bromostyrene

Catalog Number
ACM2039829-2
CAS Number
2039-82-9
Product Name
4-Bromostyrene
Structure
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.
Assay
97%
Complexity
90.7
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
EC Number
218-022-6
Exact Mass
181.97311
Features And Benefits
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Formal Charge
0
Heavy Atom Count
9
Hydrogen Bond Acceptor Count
0
Hydrogen Bond Donor Count
0
Isotope Atom Count
0
MDL Number
MFCD00000110
MeSH Entry Terms
4-bromostyrene;p-bromostyrene
Monoisotopic Mass
181.97311
NSC Number
60393
Packaging
Packaging
10, 25 g in glass bottle
Refractive Index
n20/D 1.594 (lit.)
Rotatable Bond Count
1
Storage Temperature
−20°C
Topological Polar Surface Area
0 Ų
Undefined Atom Stereocenter Count
0
Undefined Bond Stereocenter Count
0
UNII
TVK4S80XLU
Vapor Pressure
0.78 mmHg
XLogP3
3.4
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