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

Properties

• Quality Level: 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 10 - Combustible liquids
• wgk_germany: 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