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)

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

• Language:English Provider:p-Chlorostyrene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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(1073-67-2)Related Product Information

• OCTACHLOROSTYRENE
• Styrene
• Vinylbenzyl chloride
• 4-Chlorobenzyl cyanide
• 4-CHLOROPHENETOLE
• 4-Chlorophenoxyacetic acid
• 4-Chlorophenylacetic acid
• 4'-Chloroacetophenone
• 4-CHLOROBENZOYLACETONITRILE
• 3,4-DICHLOROSTYRENE
• meta-chlorostyren
• 3,4-Dichlorocinnamic acid
• 4,4'-Dichlorochalcone
• TRANS-2,4-DICHLOROCINNAMIC ACID
• POLY(3-CHLOROSTYRENE),3-CHLOROSTYRENE POLYMER
• (R)-4-CHLOROSTYRENE OXIDE
• 4-CHLOROSTYRENE RESIN,POLY(4-CHLOROSTYRENE), AVERAGE MW CA. 75 ,000 (GPC),POLY(4-CHLOROSTYRENE)
• o-Chlorobenzylidene malononitrile