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Basic Information
CAS No.: 75-01-4
Name: Vinyl chloride
Molecular Structure:
Molecular Structure of 75-01-4 (Vinyl chloride)
Formula: C2H3Cl
Molecular Weight: 62.4988
Synonyms: Vinyl chloride;Vinylchloride monomer;Ethylene,chloro- (8CI);1-Chloroethene;1-Chloroethylene;Chloroethene;Chloroethylene;F 1140;Monochloroethylene;VCM;Vinyl C monomer;
EINECS: 200-831-0
Density: 0.918 g/cm3
Melting Point: -153.8 °C(lit.)
Boiling Point: -13.4 °C(lit.)
Flash Point: -78 °F
Solubility: acetone/carbon disulfide, MEK, THF: soluble
Appearance: colourless gas
Hazard Symbols: HighlyF+; ToxicT
Risk Codes: 45-12-39/23/24/25-23/24/25-11
Safety: 53-45-36/37
PSA: 0.00000
LogP: 1.36870
Synthetic route
74-86-2

acetylene

75-01-4

chloroethylene

Conditions
ConditionsYield
With hydrogenchloride; oxygen at 199.84℃; under 750.075 Torr; for 12h; Reagent/catalyst; Flow reactor; Inert atmosphere;100%
With hydrogenchloride at 180℃; Reagent/catalyst;99.9%
With hydrogenchloride In water at 250℃; under 825.083 - 900.09 Torr; Temperature; Reagent/catalyst;68%
107-06-2

1,2-dichloro-ethane

A

7647-01-0

hydrogenchloride

B

75-01-4

chloroethylene

Conditions
ConditionsYield
at 450 - 550℃; under 10501.1 - 26252.6 Torr; for 0.00416667 - 0.00833333h;A n/a
B 99.52%
at 362 - 485℃; eine nahezu homogene Reaktion erster Ordnung, die wahrscheinlich von Chloratomen und 1.2-Dichlor-aethyl-Radikalen unterhalten wird.Thermolysis;
at 600℃; Conversion of starting material;
at 615℃; Rate constant;
at 650℃; Rate constant;
107-06-2

1,2-dichloro-ethane

75-01-4

chloroethylene

Conditions
ConditionsYield
With triethylbenzylammonium ethanolate at -20 - 20℃;99%
75%
With polyacrylonitrile-based active carbon fiber at 350℃; under 760 Torr; for 2h; other catalyst, var. reaction time;57%
111-34-2

-butyl vinyl ether

98-13-5

Phenyltrichlorosilane

A

75-01-4

chloroethylene

B

17887-35-3

dichloro(butoxy)phenylsilane

Conditions
ConditionsYield
at 20℃; for 24h;A n/a
B 96%
4222-21-3

methylchlorodiazirine

75-01-4

chloroethylene

Conditions
ConditionsYield
In n-heptane Quantum yield; Irradiation;90%
13852-29-4

β-chlorovinyl(methyl)dichlorosilane

A

75-79-6

Methyltrichlorosilane

B

75-34-3

1,1-dichloroethane

C

75-01-4

chloroethylene

D

dichloro-(2,2-dichloro-ethyl)-methyl-silane

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride at 25 - 31℃; for 4h; Product distribution; Further Variations:; Temperatures; reaction time, reagent concentration; Addition; elimination;A n/a
B n/a
C n/a
D 89%
107-06-2

1,2-dichloro-ethane

A

74-85-1

ethene

B

75-00-3

chloroethane

C

75-01-4

chloroethylene

Conditions
ConditionsYield
With hydrogen; Ni on pumice at 350℃; Product distribution; other temperature;A 83.7%
B 0.6%
C 0.7%
79-01-6

Trichloroethylene

A

156-59-2

cis-1,2-Dichloroethylene

B

75-01-4

chloroethylene

C

74-86-2

acetylene

Conditions
ConditionsYield
With iron sulfide In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination;A 6%
B 1%
C 65%
111-34-2

-butyl vinyl ether

1558-25-4

(chloromethyl)trichlorosilane

A

75-01-4

chloroethylene

B

dichloro(chloromethyl)butoxysilane

Conditions
ConditionsYield
at 20℃; for 24h;A n/a
B 57%
75-79-6

Methyltrichlorosilane

111-34-2

-butyl vinyl ether

A

75-01-4

chloroethylene

B

1825-78-1

dichloro(butoxy)methylsilane

Conditions
ConditionsYield
at 20℃; for 24h;A n/a
B 45%
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History

In 1835, Vinyl chloride (CAS NO.75-01-4) was first produced by Justus von Liebig and his student Henri Victor Regnault. They obtained it by treating ethylene dichloride with a solution of potassium hydroxide in ethanol.
In 1912, Frans, a German chemist working for Griesheim-Elektron, patented a means to produce vinyl chloride from acetylene and hydrogen chloride using mercuric chloride as a catalyst. Whereas this method was widely used during the 1930s and 1940s, it has since been superseded by more economical processes, at least in the West.

Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 1 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 373.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 19 ,1979,p. 377.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1974,p. 291.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1974,p. 291.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 19 ,1979,p. 377.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Standards and Recommendations

OSHA PEL: Cancer Suspect Agent
ACGIH TLV: TWA 1 ppm; Confirmed Human Carcinogen
DFG MAK: DFG TRK: Confirmed Human Carcinogen
NIOSH REL: (Vinyl Chloride) Lowest Detectable Level
DOT Classification:  2.1; Label: Flammable Gas

Analytical Methods

For occupational chemical analysis use OSHA: #04 or NIOSH: Vinyl Chloride, 1007.

Specification

The Vinyl chloride, with the CAS registry number 75-01-4 and EINECS registry number 200-831-0, has the systematic name of chloroethene. And the molecular formula of this chemical is C2H3Cl. It is a kind of colourless gas with a sickly sweet odor, and also called VCM which is shourt for vinyl chloride monomer.

The physical properties of Vinyl chloride are as following: (1)ACD/LogP: 1.69; (2)ACD/LogD (pH 5.5): 1.69; (3)ACD/LogD (pH 7.4): 1.69; (4)ACD/BCF (pH 5.5): 11.33; (5)ACD/BCF (pH 7.4): 11.33; (6)ACD/KOC (pH 5.5): 197.82; (7)ACD/KOC (pH 7.4): 197.82; (8)Index of Refraction: 1.384; (9)Molar Refractivity: 15.889 cm3; (10)Molar Volume: 68.027 cm3; (11)Polarizability: 6.299 10-24cm3; (12)Surface Tension: 17.5160007476807 dyne/cm; (13)Density: 0.919 g/cm3; (14)Flash Point: -55.958 °C; (15)Enthalpy of Vaporization: 23.039 kJ/mol; (16)Boiling Point: -10.545 °C at 760 mmHg; (17)Vapour Pressure: 2579.74291992188 mmHg at 25°C

Preparation of Vinyl chloride: It mainly prepared by two methods, the hydrochlorination of acetylene and the dehydrochlorination of ethylene dichloride (1,2-dichloroethane). And the production of vinyl chloride from 1,2-dichloroethane (EDC) consists of a series of well-defined steps. EDC is prepared by reacting ethylene and chlorine. In the presence of iron(III) chloride as a catalyst, these compounds react exothermically: CH2=CH2 + Cl2→ ClCH2CH2Cl

Uses of Vinyl chloride: It is a chemical intermediate, and often used to produce polyvinyl chloride. And it is used as an inhalational anaesthetic, in a similar vein to ethyl chloride, though its toxicity forced this practice to be abandoned. In addition, it is also used as an aerosol propellant and is the starting material for polyvinyl resins.

You should be cautious while dealing with this chemical. It is a kind of extremely flammable chemical, and has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. What's more, it may also cause cancer. Therefore, you had better take the following instructions: Wear suitable protective clothing and gloves; Avoid exposure - obtain special instruction before use; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Cl\C=C
(2)InChI: InChI=1/C2H3Cl/c1-2-3/h2H,1H2
(3)InChIKey: BZHJMEDXRYGGRV-UHFFFAOYAW

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LCLo inhalation 30pph/30M (300000ppm) BEHAVIORAL: GENERAL ANESTHETIC American Industrial Hygiene Association Journal. Vol. 21, Pg. 394, 1960.
mammal (species unspecified) LCLo inhalation 200ppm/18M (200ppm)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
mouse LCLo inhalation 20pph/30M (200000ppm) BEHAVIORAL: GENERAL ANESTHETIC American Industrial Hygiene Association Journal. Vol. 21, Pg. 394, 1960.
rat LC50 inhalation 18pph/15M (180000ppm) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Human Toxicology. Vol. 1, Pg. 239, 1982.
rat LD50 oral 500mg/kg (500mg/kg)   Dow Chemical Company Reports.