4-Bromostyrene

4-Bromostyrene Basic information
Product Name:4-Bromostyrene
Synonyms:Benzene, 1-bromo-4-ethenyl-;benzene,1-bromo-4-ethenyl-;Styrene, p-bromo-;styrene,p-bromo-;4-BROMOSTYRENE;BROMOSTYRENE-4;4-BROMOSTYRENE, STAB.;4-BROMOSTYRENE (STABILISED)
CAS:2039-82-9
MF:C8H7Br
MW:183.05
EINECS:218-022-6
Product Categories:Polymer Science;Styrene and Functionalized Styrene Monomers;Styrenes;Monomers;Chloromethy styrene
Mol File:2039-82-9.mol
4-Bromostyrene Structure
4-Bromostyrene Chemical Properties
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
BRN 1634204
InChIKeyWGGLDBIZIQMEGH-UHFFFAOYSA-N
CAS DataBase Reference2039-82-9(CAS DataBase Reference)
NIST Chemistry Reference4-BrC6H4CH=CH2(2039-82-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/38-36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
8
Hazard Note Irritant/Keep Cold
HS Code 29036990
MSDS Information
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4-Bromostyrene Usage And Synthesis
Chemical Propertiesclear slightly yellow to yellow liquid
Uses4-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 Description4-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 MethodsIt 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.]
4-Bromostyrene Preparation Products And Raw materials
Preparation Products4-IODOSTYRENE-->DIPHENYL(P-VINYLPHENYL)PHOSPHINE-->3-(4-Bromophenyl)propionic acid-->P-TRIMETHYLSILYL STYRENE-->1-(4-bromophenyl)-2-chloroethan-1-one-->4,4'-Divinylbiphenyl-->3,6-Dibromo-phenanthrenequinone-->(4 - vinyl phenyl) dimethyl silane-->Ethenesulfonyl chloride, 2-(4-bromophenyl)-, (1E)--->4-Styrenylmagnesium bromide, 0.50 M in THF-->9H-Carbazole, 9-(4-ethenylphenyl)-
4-Chlorostyrene 4-Fluorostyrene 4-Methylstyrene 4-(4-BROMOPHENYL)-2-OXO-2,5-DIHYDRO-3-FURANCARBONITRILE 2-[(4-BROMOPHENYL)(HYDROXY)METHYLENE]MALONALDEHYDE BIS(O-METHYLOXIME) 4-Bromo-2-fluorocinnamic acid Sulfobromophthalein sodium Styrene ZIMELIDINE DIHYDROCHLORIDE 2-Bromostyrene 2-Phenyl-1-propene 4-Bromostilbene BROMOSULFALEIN 3-(4-BROMOPHENYL)-1-(2-HYDROXYPHENYL)PROP-2-EN-1-ONE 4-Bromostyrene RARECHEM AL FB 0059 Tetrabromophenol Blue sodium salt ETHYL TRANS-4-BROMOCINNAMATE

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