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HomeProduct name list4-Bromostyrene

4-Bromostyrene

Synonym(s):p -Bromostyrene;1-(4-Bromophenyl)ethylene;1-Bromo-4-ethenylbenzene;1-Bromo-4-vinylbenzene;4-Vinyl-1-bromobenzene

  • CAS NO.:2039-82-9
  • Empirical Formula: C8H7Br
  • Molecular Weight: 183.05
  • MDL number: MFCD00000110
  • EINECS: 218-022-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 18:09:03
4-Bromostyrene Structural

What is 4-Bromostyrene?

Chemical properties

clear slightly yellow to yellow liquid

The Uses of 4-Bromostyrene

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.

What are the applications of Application

4-Bromostyrene is a compound useful for synthesis of nitroolefins via alkene cross-metathesis

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.]

Properties of 4-Bromostyrene

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.)
Flash point: 168 °F
storage temp.  -20°C
solubility  Miscible with ethanol, ether and benzene.
form  Liquid
color  light greenish-yellow
BRN  1634204
CAS DataBase Reference 2039-82-9(CAS DataBase Reference)
NIST Chemistry Reference 4-BrC6H4CH=CH2(2039-82-9)

Safety information for 4-Bromostyrene

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for 4-Bromostyrene

InChIKey WGGLDBIZIQMEGH-UHFFFAOYSA-N

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