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:
Molecular Weight:
183.05
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
218-022-6
Beilstein/REAXYS Number:
1634204
MDL number:
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
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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Synthesis of monomers and polymers by the Heck reaction.
Heitz W, et al.
Makromol. Chem., 189(1), 119-127 (1988)
Synthesis and characterization of new hexahelicene derivatives.
Aloui F, et al.
Tetrahedron Letters, 48(11), 2017-2020 (2007)
Graham P Marsh et al.
Organic letters, 9(14), 2613-2616 (2007-06-07)
A synthesis of highly functionalized nitroalkenes is reported that utilizes a cross metathesis (CM) reaction between simple aliphatic nitro compounds and a range of substituted alkenes. This chemistry offers a simple and attractive route to nitroalkenes that would otherwise be
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 124141-10G | 04061838722812 |
| 124141-25G | 04061838722829 |