| Identification | More | [Name]
4-Bromostyrene | [CAS]
2039-82-9 | [Synonyms]
4-BROMOSTYRENE
BROMOSTYRENE-4
P-BROMOSTYRENE
1-(4-Bromophenyl)ethylene
1-bromo-4-ethenylbenzene
1-Bromo-4-vinylbenzene
Benzene, 1-bromo-4-ethenyl-
benzene,1-bromo-4-ethenyl-
Styrene, p-bromo-
styrene,p-bromo-
4-BROMOSTYRENE, STAB.
4-BROMOSTYRENE (STABILISED)
4-Bromostyrene (stabilized with TBC)
4-Bromostyrene, stabilized, 96%
4-Bromostyrene 98%
4-BROMOSTYRENE , STABILIZED WITH 0.05% T-BUTYLCATACHOL
4-BROMOSTYRENE, 98%, STAB. WITH 0.1% 4-TERT-BUTYLCATECHOL
4-Bromostyrene, 98%, stab. with 0.05% t-butylcatachol
4-Bromophenylethene
Parabromostyrene | [EINECS(EC#)]
218-022-6 | [Molecular Formula]
C8H7Br | [MDL Number]
MFCD00000110 | [Molecular Weight]
183.05 | [MOL File]
2039-82-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear slightly yellow to yellow liquid | [Melting point ]
4.5 °C
| [Boiling point ]
89 °C16 mm Hg(lit.)
| [density ]
1.40 g/mL at 20 °C
| [refractive index ]
n20/D 1.594(lit.)
| [Fp ]
168 °F
| [storage temp. ]
−20°C
| [solubility ]
Miscible with ethanol, ether and benzene. | [form ]
Liquid | [color ]
light greenish-yellow
| [Detection Methods]
GC,NMR | [BRN ]
1634204 | [InChIKey]
WGGLDBIZIQMEGH-UHFFFAOYSA-N | [CAS DataBase Reference]
2039-82-9(CAS DataBase Reference) | [NIST Chemistry Reference]
4-BrC6H4CH=CH2(2039-82-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
8 | [Hazard Note ]
Irritant/Keep Cold | [HS Code ]
29036990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear slightly yellow to yellow liquid | [Uses]
4-Bromostyrene is widely utilized in the synthesis of nitroolefins by alkene cross-metathesis. It plays an important role in the Heck reaction to the synthesis of poly(1,4-phenylenevinylene). It is employed in the structure activity relationships (SAR) study of the chemical and biochemical properties of the vinyl group of styrene. It is also used to investigate the photochemical growth of Br-terminated self-assembled monolayers. It is also involved in the synthesis of silsesquioxanes. | [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. | [Purification Methods]
It polymerises above 75o in the presence of benzoyl peroxide. To purify, if it has not gone to a solid resin, dissolve it in Et2O, dry (MgSO4) and add ca 0.1g of 4-tertbutylcatechol (polymerisation inhibitor) per 100g of bromostyrene. Filter, evaporate this under reduced pressure (use as high a vacuum as possible) and distil the residue. Store it in dark bottles in the presence of the inhibitor (at above concentration). [Overberger & Saunders Org Synth Coll Vol III 204 1955, Beilstein 5 IV 1349.] |
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