4-Chlorostyrene

HCID 14085

Basic information

CAS
1073-67-2
Standard SMILES
C=Cc1ccc(Cl)cc1
InChIKey
KTZVZZJJVJQZHV-UHFFFAOYSA-N
Molecular formula
C8H7Cl
Average molar mass
138.59 g/mol
Monoisotopic mass
138.0236279

Names & identifiers

Preferred name
4-Chlorostyrene
IUPAC
1-chloro-4-ethenylbenzene
English name
4-Chlorostyrene
Molecular formula
C8H7Cl
Molecular weight
138.59

Names & synonyms

4-Chlorostyrene1073-67-2P-CHLOROSTYRENEParachlorostyreneBenzene, 1-chloro-4-ethenyl-Styrene, p-chloro-Styrene, 4-chloro-T0J05U220FNSC-18603RefChem:98623214-028-81-Chloro-4-vinylbenzene
Show more names
4-Chlorostyrene, stabilized, 99%ARBA-020orostyrenep-ChlorstyrolCHLOROSTYRENE-4p-chloro-styren
1-chloro-4-ethenylbenzene24991-47-7poly(p-chlorostyrene)C8H7Clpara-chlorostyreneMFCD000006324-Chlorostyrene (stabilized with TBC)4-vinylphenyl chloride

Database identifiers

CAS
1073-67-2
PubChem CID
14085
DTXSID
DTXSID4061464
UNII
T0J05U220F
EC Number
214-028-8
Nikkaji
J2.125C

Properties

Computed structural properties

XLogP
3.7
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Styrenes
SpringerMaterials PropertiesBoiling point
Density1.0868 @ 20 °C/4 °C
Solubility · 4 items

Insol in water

SOL IN BENZENE, PETROLEUM ETHER

Sol alcohol, ether, acetone

SOL IN CARBON TETRACHLORIDE

Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point192 °C

Physicochemical properties

Melting point
-16 °C · -16 °C
Boiling point
192 °C · 192 °C(lit.)
Density
1.155 g/mL · 1.155 g/mL at 25 °C(lit.)
vapor pressure
0.68 mm · 0.68 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.565(lit.)
Flash point
140 °F · 140 °F

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H226 (18.2%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 11 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Benzene, 1-chloro-4-ethenyl-

Benzene, 1-chloro-4-ethenyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzene, 1-chloro-4-ethenyl-: Environment tier I assessment
Hazards SummaryAn irritant; [MSDSonline] See o-Chlorostyrene. See Styrene.
Toxic Combustion ProductsWhen heated to decomposition, it emits toxic fumes of /hydrogen chloride/. /Chlorostyrene/
Hazard Classes and CategoriesFlam. Liq. 3 (18.2%)

Safety & protection

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 840(SRC), determined from a structure estimation method(2), indicates that p-chlorostyrene is expected to have low mobility in soil(SRC). Volatilization of p-chlorostyrene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of p-chlorostyrene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.82 mm Hg(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 840(SRC), determined from a structure estimation method(2), indicates that p-chlorostyrene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a estimated Henry's Law constant of 2.1X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hrs and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 100(SRC), from an estimated log Kow of 3.54(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p- chlorostyrene, which has a vapor pressure of 0.82 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase p-chlorostyrene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC); the half-lives for these reactions in air are estimated to be 14 and 13 hrs, respectively(SRC), calculated from rate constants of 2.8X10-11 and 2.1X10-17 cu cm/molecule-sec, respectively at 25 °C(SRC) derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for p-chlorostyrene can be estimated to be 840(SRC). According to a classification scheme(2), this estimated Koc value suggests that p-chlorostyrene is expected to have low mobility in soil(SRC).

Artificial Pollution Sourcesp-Chlorostyrene's production and use in the manufacture of polychlorostyrene and polyesters(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationData regarding the biodegradation of p-chlorostyrene in either soil or aquatic systems were not available. (SRC)
Environmental Bioconcentration · 1 item

An estimated BCF of 100 was calculated for p-chlorostyrene(SRC), using an estimated log Kow of 3.54(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

Safety data

PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
3
tsca
TSCA listed
rtecs
CZ0533000
ridadr
1993
hs_code
29036990

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used to make polychlorostyrene; [HSDB]

p-Chlorostyrene is used in the manufacture of polychlorostyrene which is a clear, colorless plastic with good foaming, heat distortion and flame-retardant properties.

Methods of Manufacturingp-Chlorostyrene is commercially produced as a monomer from p-chloroethylbenzene by an oxidation technique. p-Chlorostyrene is also produced as a mixture with o-chlorostyrene.
General Manufacturing InformationBenzene, 1-chloro-4-ethenyl-: ACTIVE
Applications · 3 items

Uses4-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.

Uses4-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.

General Description4-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).

Preparation methods

PreparationSynthesis 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%.

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

Related reactions

53 records

Compound notes

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