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4-Chlorostyrene

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4-Chlorostyrene Basic information

Product Name:
4-Chlorostyrene
Synonyms:
  • CHLOROSTYRENE-4
  • 4-Chlorostyrene, stabilized, 99%
  • 4-CHLOROSTYRENE , STABILIZED WITH 0.1% 4-TERT-BUTYLCATECHOL
  • 4-CHLOROSTYRENE Stabilised with 0.1% 4-tert-butylcatechol
  • P-CHLOROSTYRENE
  • p-chloro-styren
  • Styrene, p-chloro-
  • styrene,p-chloro-
CAS:
1073-67-2
MF:
C8H7Cl
MW:
138.59
EINECS:
214-028-8
Product Categories:
  • Styrenes
  • Monomers
  • Polymer Science
  • Styrene and Functionalized Styrene Monomers
  • K00001
Mol File:
1073-67-2.mol
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4-Chlorostyrene Chemical Properties

Melting point:
-16 °C
Boiling point:
192 °C(lit.)
Density 
1.155 g/mL at 25 °C(lit.)
vapor pressure 
0.68 mm Hg ( 20 °C)
refractive index 
n20/D 1.565(lit.)
Flash point:
140 °F
storage temp. 
2-8°C
form 
Liquid
Specific Gravity
1.155
color 
Clear colorless to slightly yellow
Water Solubility 
Immiscible with water.
BRN 
1098859
CAS DataBase Reference
1073-67-2(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-chloro-4-ethenyl-(1073-67-2)
EPA Substance Registry System
Benzene, 1-chloro-4-ethenyl- (1073-67-2)
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Safety Information

Hazard Codes 
Xi,F
Risk Statements 
36/37/38
Safety Statements 
23-24/25-37/39-26-36
RIDADR 
1993
WGK Germany 
3
RTECS 
CZ0533000
TSCA 
T
HazardClass 
3
PackingGroup 
III
HS Code 
29036990
Hazardous Substances Data
1073-67-2(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 5200 mg/kg

MSDS

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4-Chlorostyrene Usage And Synthesis

Chemical Properties

clear colourless to slightly yellow liquid. The side chain of p-chlorostyrene is a C=C double bond, so its chemical properties are more active. The compound can polymerize slowly at room temperature, and a polymerization inhibitor (stabilizer) can be added for storage.

Uses

4-Chlorostyrene is used in the preparation of new bis(pyrazolyl)borato olefin complexes of copper(I). It is also employed in the investigation of regioselectivity in the cationic Heck reaction of 4-substituted styrenes. Further, it plays an important role in the preparation of 4-[(4-chloro-phenyl)-thioacetyl]-morpholine.

Uses

4-Chlorostyrene was used in the following studies:
Study of chemical and biochemical properties of the vinyl group of styrene by the development of structure activity relationships (SAR).
Preparation of new bis(pyrazolyl)borato olefin complexes of copper(I).
To investigate the regioselectivity in the cationic Heck reaction of 4-substituted styrenes.

Preparation

Synthesis of 4-chlorostyrene: carry out catalytic dehydration reaction by 4-chlorophenethylalcohol at 280°C, the used catalyst is a modified aluminum silicate catalyst, and the yield is 80%.

Synthesis Reference(s)

p-Chlorostyrene is commercially produced as a monomer from p-chloroethylbenzene by an oxidation technique. It is also produced as a mixture with o-chlorostyrene.
Journal of the American Chemical Society, 69, p. 852, 1947 DOI: 10.1021/ja01196a033
Tetrahedron Letters, 31, p. 5061, 1990 DOI: 10.1016/S0040-4039(00)97806-7

General Description

4-Chlorostyrene is a para-halogenated styrene derivative. It undergoes graft copolymerization with acrylonitrile (AN) onto ethylene-propylene-diene terpolymer (EPDM) in the presence of benzoyl peroxide (initiator).

4-Chlorostyrene Preparation Products And Raw materials

Preparation Products

4-ChlorostyreneSupplier

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