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Home > Encyclopedia > 3-Chlorostyrene

3-Chlorostyrene

3-Chlorostyrene structure

3-Chlorostyrene 

structure
  • CAS No:

    2039-85-2

  • Formula:

    C8H7Cl

  • Chemical Name:

    3-Chlorostyrene

  • Synonyms:

    Benzene,1-chloro-3-ethenyl-;Styrene,m-chloro-;1-Chloro-3-ethenylbenzene;m-Chlorostyrene;3-Chlorostyrene;3-Chlorovinylbenzene;3-Chlorophenylethene;NSC 18602;1-Chloro-3-vinylbenzene

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

Clear colourless liquid

3-Chlorostyrene Basic Attributes

138.59

138.59

2038489

218-024-7

11K8G759HC

18602

DTXSID8073130

2903999090

Characteristics

0

3.1

1.1168 g/cm3 @ Temp: 20 °C

-26ºC

188.7 °C

145 °F

n20/D 1.562(lit.)

Not miscible or difficult to mix in water. soluble in ether, and ethanol

0-6°C

0.981 mm Hg @ 25 deg C

Safety Information

III

IRRITANT

1993

3

20/22-36/37/38

36-37/39-26-24/25

Xn,Xi

Irritant

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P501

H302-H332

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.

|Warning|H302 (88.64%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

A flammable liquid. /Chlorostyrene/

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

A skin & eye irritant. /Chlorostyrene/

Toxicity

Irritant dose rabbit dermal 10 mg/24 hr /Chlorostyrene/|Irritant dose rabbit ocular 500 mg /Chlorostyrene/|LD50 Rat oral 5200 mg/kg /Chlorostyrene/|LD50 Rabbit percutaneous 20 g/kg /Chlorostyrene/|For more Non-Human Toxicity Values (Complete) data for M-CHLOROSTYRENE (6 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 840(SRC), determined from a structure estimation method(2), indicates that m-chlorostyrene is expected to have low mobility in soil(SRC). Volatilization of m-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 m-chlorostyrene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.98 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 m-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), m-chlorostyrene, which has a vapor pressure of 0.98 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase m-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).

The rate constant for the vapor-phase reaction of m-chlorostyrene with photochemically-produced hydroxyl radicals has been estimated as 2.8X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 14 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of m-chlorostyrene with ozone has been estimated as 2.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hrs at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). m-Chlorostyrene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3).

An estimated BCF of 100 was calculated for m-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).

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

The Henry's Law constant for m-chlorostyrene is estimated as 2.1X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that m-chlorostyrene is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 2 hrs(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 5 days(SRC). m-Chlorostyrene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of m-chlorostyrene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 0.98 mm Hg(3).

Occupational exposure to m-chlorostyrene may occur through inhalation and dermal contact with this compound at workplaces where m-chlorostyrene is produced or used. (SRC)

Drug Information

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/|Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aromatic hydrocarbons and related compounds/

A skin & eye irritant. /Chlorostyrene/

3-Chlorostyrene Use and Manufacturing

Methods of Manufacturing

1-(m-chlorophenyl)ethanol reacts with potassium hydrogen sulfate in the presence of p-tert-butylcatechol to obtain m-chlorostyrene with a yield of 80-82%.

Uses

Used in organic synthesis.

Computed Properties

Molecular Weight:138.59
XLogP3:3.1
Rotatable Bond Count:1
Exact Mass:138.0236279
Monoisotopic Mass:138.0236279
Heavy Atom Count:9
Complexity:98.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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