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C71203

Sigma-Aldrich

4-Chlorostyrene

97%, contains 500 ppm 4-tert-butylcatechol as inhibitor

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About This Item

Linear Formula:
H2C=CHC6H4Cl
CAS Number:
Molecular Weight:
138.59
Beilstein:
1098859
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

0.68 mmHg ( 20 °C)

Assay

97%

form

liquid

contains

500 ppm 4-tert-butylcatechol as inhibitor

refractive index

n20/D 1.565 (lit.)

bp

192 °C (lit.)

density

1.155 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Clc1ccc(C=C)cc1

InChI

1S/C8H7Cl/c1-2-7-3-5-8(9)6-4-7/h2-6H,1H2

InChI key

KTZVZZJJVJQZHV-UHFFFAOYSA-N

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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).

Application

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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and properties of acrylonitrile-EPDM-4-chlorostyrene graft copolymer.
Park D-J, et al.
Journal of Applied Polymer Science, 44(4), 727-735 (1992)
Reactivity and regioselectivity in the Heck reaction: Hammett study of 4-substituted styrenes.
Fristrup P, et al.
Organometallics, 23(26), 6160-6165 (2004)
Guido Pampaloni et al.
Dalton transactions (Cambridge, England : 2003), (29)(29), 3576-3583 (2006-07-21)
New bis(pyrazolyl)borato olefin complexes of copper(I) of general formula Cu[BH2(3,5-(CF3)2Pz)2](olefin) have been prepared (olefins: coe = cyclooctene, van = 4-vinylanisole, clsty = 4-chlorostyrene, tevs = triethylvinylsilane, fn = fumaronitrile). The structures of Cu[BH2(3,5-(CF3)2Pz)2](L), L = coe, van, tevs, fn, have
Wei Chen et al.
Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases, 29(2), 152-153 (2011-05-31)
To establish a rapid gas chromatographic method for determination of o-chlorostyrene in the air of workplace. The air samples were collected by syringes, injected directly to the GC system, and then separated by a FFAP capillary column (30 m ×
Jou-Ku Chung et al.
Toxicology letters, 210(3), 353-359 (2012-03-01)
Styrene is one of the most important industrial intermediates consumed in the world and is mainly used as a monomer for reinforced plastics and rubber. Styrene has been found to be hepatotoxic and pneumotoxic in humans and experimental animals. The

Articles

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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