2-Chlorostyrene

HCID 14906CAS 2039-87-4

Basic information

Standard SMILES
C=Cc1ccccc1Cl
InChIKey
ISRGONDNXBCDBM-UHFFFAOYSA-N
Molecular formula
C8H7Cl
Average molar mass
138.59 g/mol
Monoisotopic mass
138.0236279

Names & identifiers

Preferred name
2-Chlorostyrene
IUPAC
1-chloro-2-ethenylbenzene
English name
2-Chlorostyrene
Molecular formula
C8H7Cl
Molecular weight
138.59

Names & synonyms

2-Chlorostyrene2039-87-41-Chloro-2-vinylbenzeneO-CHLOROSTYRENE1-chloro-2-ethenylbenzeneBenzene, 1-chloro-2-ethenyl-Styrene, o-chloro-ortho-Chlorostyrenepoly(2-chlorostyrene)1-chloro-2-vinyl-benzeneo-ChlorovinylbenzeneMFCD00000567
Show more names
2-chloro-styreno-chloro-stryeno-chloro-styrenstyrene,o-chloro-
26125-41-7ZA43R4Q315NSC-18601Stryene, o-chloro-Styrene, 2-chloro-CCRIS 4598HSDB 3450EINECS 218-026-8

Database identifiers

CAS
2039-87-4
PubChem CID
14906
DTXSID
DTXSID3024811
ChEMBL
CHEMBL1564623
UNII
ZA43R4Q315
EC Number
218-026-8
Nikkaji
J2.139C

Properties

Computed structural properties

XLogP
3.4
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

LogP3.58
OdorLimited evidence indicates that the odor-warning property of o-chlorostyrene does not offer adequate warning & that vapor concns must approach 400-600 ppm to discourage exposures to even unacclimated workers.
Density · 5 items

1.1 at 68 °F (NTP, 1992) - Denser than water; will sink

1.1 @ 20 °C

Relative density (water = 1): 1.1

1.10

1.10

Color/Form · 2 items

Liquid

Colorless liquid.

Solubility · 5 items

less than 1 mg/mL at 70 °F (NTP, 1992)

SOL IN ALC, ETHER, ACETONE, ACETIC ACID, PETROLEUM ETHER

SOL IN CARBON TETRACHLORIDE

Solubility in water: very poor

Insoluble

Flash Point · 5 items

138 °F (NTP, 1992)

58 °C

58 °C c.c.

138 °F

138 °F

Physicochemical properties

Melting point
-63.1 °C · -63.1 °C
Boiling point
58 · 58-60 °C/7 mmHg (lit.)
Density
1.08 g/mL · 1.08 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.565(lit.)
Flash point
138 °F · 138 °F
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H226 (89.8%): Flammable liquid and vapor [Warning Flammable liquids];H315 (16.3%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (16.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (83.7%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (12.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H350 (83.7%): May cause cancer [Danger Carcinogenicity]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

o-Chlorostyrene: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2 items

This compound is combustible. (NTP, 1992)

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 58 °C explosive vapour/air mixtures may be formed.

Health Hazards · 1 item

Excerpt from NIOSH Pocket Guide for o-Chlorostyrene:;Exposure Routes: Inhalation, ingestion, skin and/or eye contact;Symptoms: In Animals: irritation eyes, skin; hematuria (blood in the urine), proteinuria, acidosis; enlarged liver, jaundice;Target Organs: Eyes, skin, liver, kidneys, central nervous system, peripheral nervous system (NIOSH, 2024)

Hazards Summary · 2 items

Potential adverse effects are similar to those from exposure to styrene; Mild changes in liver and kidney histopathology in chronic animal experiments; [ACGIH]

The major hazards encountered in the use and handling of o-chlorostyrene stem from its toxicologic properties. Exposure to this liquid may occur from its production and use in the manufacture of polychlorostyrene. OSHA has established a time weighted average (TWA) limit of 50 ppm as a final rule to become effective December 31, 1992. Engineering controls should be used to maintain airborne levels of o-chlorostyrene at or below the permissible limit. If exposure should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. Before implementing land disposal of o-chlorostyrene waste, consult with environmental regulatory agencies for guidance.

Reactive GroupHydrocarbons, Aliphatic Unsaturated;Aryl Halides;Polymerizable Compounds

Safety & protection

Fire Fighting · 2 items

Fires involving this compound should be controlled using a Halon carbon dioxide, or dry chemical extinguisher. (NTP, 1992)

Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First Aid · 2 items

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash - If this chemical contacts the skin, wash the contaminated skin with soap and water.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Keep in a well-ventilated room. Cool. Store only if stabilized.
Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

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

Target OrgansEyes, skin, liver, kidneys, central nervous system, peripheral nervous system
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 860(SRC), determined from a structure estimation method(2), indicates that o-chlorostyrene is expected to have low mobility in soil(SRC). Volatilization of o-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 o-chlorostyrene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.96 mm Hg(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 860(SRC), determined from a structure estimation method(2), indicates that o-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), o-chlorostyrene, which has a vapor pressure of 0.96 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase o-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;Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation of its vapour.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 3 items

Redness.

Redness. Pain.

In Animals: irritation eyes, skin; hematuria (blood in the urine), proteinuria, acidosis; enlarged liver, jaundice

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for o-chlorostyrene can be estimated to be 860(SRC). According to a classification scheme(2), this estimated Koc value suggests that o-chlorostyrene is expected to have low mobility in soil(SRC).

Regulatory information

Regulatory Information · 2 items

o-Chlorostyrene: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Safety data

OEB
A
OEL
TWA: 50 ppm (285 mg/m3), STEL: 75 ppm (428 mg/m3)
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
rtecs
WL4160000
ridadr
UN 1993 3/PG 3

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used to produce polymers and other organic chemicals; [ACGIH]

Plastic Composites Manufacturing [Category: Industry]

o-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 Manufacturingo-Chlorostyrene is commercially produced as a monomer from o-chloroethylbenzene by an oxidation technique. p-Chlorostyrene is also produced as a mixture with o-chlorostyrene.

Applications

Uses2-Chlorostyrene is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Preparation methods

Preparationo-Chlorostyrene is commercially produced as a monomer from o-chloroethylbenzene by an oxidation technique. p-Chlorostyrene is also produced as a mixture with o-chlorostyrene.

Suppliers50 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]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Related reactions

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