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75-35-4

Basic Information
CAS No.: 75-35-4
Name: 1,1-Dichloroethylene
Article Data: 122
Molecular Structure:
Molecular Structure of 75-35-4 (1,1-Dichloroethylene)
Formula: C2H2Cl2
Molecular Weight: 96.9439
Synonyms: 1,1-Dichloroethene;1,1-Dichloroethylene;AI3-28804;Chlorure de vinylidene;Ethylene, 1,1-dichloro-;NCI-C54262;Vinylidene dichloride;as-Dichloroethylene;asym-Dichloroethylene;
EINECS: 200-864-0
Density: 1.223 g/cm3
Melting Point: -122 °C
Boiling Point: 31.6 °C at 760 mmHg
Flash Point: -25 °C
Solubility: Almost insoluble in water, soluble in most organic solvents
Appearance: Colourless liquid
Hazard Symbols: HighlyF+,HarmfulXn,ToxicT,FlammableF
Risk Codes: 12-20-40-39/23/24/25-23/24/25-11
Safety: 7-16-29-36/37-46-45
Transport Information: UN 1303 3/PG 1
PSA: 0.00000
LogP: 1.93520
Synthetic route
79-00-5

1,1,2-trichloroethane

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
cesium chloride; silica gel at 250℃; for 5h; dehydrochlorination, catalytic activity, other temperature;100%
With sodium hydroxide; triethylbenzylammonium ethanolate at 30℃; for 1h; Product distribution; further triethylbenzylammonium alkoxide catalysts;100%
With sodium hydroxide at 20℃;98%
71-55-6

1,1,1-trichloroethane

A

630-20-6

1,1,1,2-tetrachoroethane

B

75-35-4

1,1-Dichloroethylene

C

76-01-7

pentachloroethane

Conditions
ConditionsYield
With chlorine at 25℃; Irradiation;A 92.5%
B 2.4%
C 5.1%
With chlorine at 25℃; Irradiation;A 89.9%
B 4.7%
C 5.3%
463-71-8

thiophosgene

CH2Cl3P

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
In hexane at 0 - 20℃; Inert atmosphere; Autoclave;80%
71-55-6

1,1,1-trichloroethane

A

630-20-6

1,1,1,2-tetrachoroethane

B

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With chlorine at 200℃; Mechanism; Irradiation; other temperature; other laser; other Cl2 flow rate; other ratio educt/Cl2;A 61.3%
B 25.9%
With chlorine at 200℃; Irradiation;A 61.3%
B 25.9%
2465-56-7

methylene

594-18-3

dibromodichloromethane

A

75-35-4

1,1-Dichloroethylene

B

74-95-3

1,2-dibromomethane

Conditions
ConditionsYield
Tetrabrommethan,Bromoform und Jodoform reagieren analog;
74-84-0

ethane

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With steam; chlorine at 450 - 600℃;
With hydrogenchloride; chlorine at 450 - 600℃;
71-55-6

1,1,1-trichloroethane

A

187737-37-7

propene

B

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
at 360 - 435℃; Geschwindigkeit.Pyrolysis;
71-55-6

1,1,1-trichloroethane

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With aluminum oxide at 176.9 - 326.9℃;
With 2,4,6-triphenylverdazyl radical for 0.0833333h; Product distribution; Rate constant; Irradiation; Decomposition of CH3CCl3 (triphenylverdazyl radical as monitor), influence of stabilizators, other time;;
With steel wool; chlorine at 167 - 196℃;
With iron(III) chloride at 50 - 74℃;
With aluminum oxide at 250℃;
79-00-5

1,1,2-trichloroethane

A

156-59-2

cis-1,2-Dichloroethylene

B

156-60-5

trans-1,2-dichloroethylene

C

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
at 500℃; bei der thermischen Zersetzung;
at 500℃; Geschwindigkeit dieser Spaltung bei verschiedenen Temperaturen und Beschleunigung der Pyrolyse durch geringe Mengen Sauerstoff oder Chlor;
79-00-5

1,1,2-trichloroethane

A

540-59-0

1,2-Dichloroethylene

B

75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
potassium chloride at 250℃; under 26.3 Torr; Product distribution; temperatures 200 or 220 deg C, different types of silica gels, conversion and selectivity given;
With chlorine at 400℃;
With oxygen at 400℃;
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  • Casno:

    75-35-4

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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 376.(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 Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 195.(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 . 19 ,1979,p. 439.(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 Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 195.(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. 439.(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) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory. Community Right-To-Know List.

Standards and Recommendations

OSHA PEL: TWA 1 ppm
ACGIH TLV: TWA 5 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 2 ppm (8 mg/m3); Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: (Vinyl Halides) TWA reduce to lowest detectable level
DOT Classification:  3; Label: Flammable Liquid

Analytical Methods

For occupational chemical analysis use OSHA: #19 or NIOSH: Vinylidene Chloride, 1015.

Specification

The Vinylidene chloride with CAS registry number of 75-35-4 is also known as Ethene, 1,1-dichloro-. The IUPAC name is 1,1-Dichloroethene. It belongs to product categories of Industrial/Fine Chemicals;Vinylchloride; Gas Cylinders; Halides (Low Boiling point); Synthetic Organic Chemistry; Standard Solutions (VOC); Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Alpha Sort; D; DAlphabetic; DIA - DIC;Volatiles/ Semivolatiles. Its EINECS registry number is 200-864-0. In addition, the formula is C2H2Cl2 and the molecular weight is 96.94. This chemical is a colourless liquid that may cause damage to health. Besides, it may catch fire in contact with air and have a very low flash point. What's more, This chemical is mainly used as a comonomer in the polymerization of vinyl chloride, acrylonitrile, and acrylates. It is also used in semiconductor device fabrication.

Physical properties about Vinylidene chloride are: (1)ACD/LogP: 1.77; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.77; (4)ACD/LogD (pH 7.4): 1.77; (5)ACD/BCF (pH 5.5): 13.12; (6)ACD/BCF (pH 7.4): 13.12; (7)ACD/KOC (pH 5.5): 219.72; (8)ACD/KOC (pH 7.4): 219.72; (9)Index of Refraction: 1.432; (10)Molar Refractivity: 20.58 cm3; (11)Molar Volume: 79.2 cm3; (12)Surface Tension: 23.1 dyne/cm; (13)Density: 1.223 g/cm3; (14)Enthalpy of Vaporization: 26.14 kJ/mol; (15)Boiling Point: 31.6 °C at 760 mmHg; (16)Vapour Pressure: 601 mmHg at 25 °C.

Preparation of Vinylidene chloride: it is prepared by dehydrochlorination of 1,1,2-trichloroethane, which in the production of vinyl chloride and chlorine with catalyst iron at 80-90 °C.

(1) CH2=CHCl + Cl2 → Cl2CHCH2Cl
(2) Cl2CHCH2Cl + NaOH → Cl2C=CH2 + NaCl + H2O

Uses of Vinylidene chloride: it is used to produce 3,3-dichloro-1-phenyl-propenone by reaction with benzoyl chloride. The reaction occurs with reagent AlCl3 and the yield is about 67%.

Vinylidene chloride is used to produce 3,3-dichloro-1-phenyl-propenone by reaction with benzoyl chloride.

When you are using this chemical, please be cautious about it. As a chemical, it is extremely flammable and harmful by inhalation. It has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. However, there is limited evidence of a carcinogenic effect. During using it, wear suitable protective clothing and gloves. Do not empty into drains and keep away from sources of ignition. In case of accident or if you feel unwell seek medical advice immediately. If swallowed, seek medical advice immediately and show this container or label. After using it, keep container tightly closed.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C=C(Cl)Cl
2. InChI: InChI=1S/C2H2Cl2/c1-2(3)4/h1H2
3. InChIKey: LGXVIGDEPROXKC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 225mg/kg (225mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
dog LDLo oral 5750mg/kg (5750mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
human TCLo inhalation 25ppm (25ppm) BEHAVIORAL: GENERAL ANESTHETIC

LIVER: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Chemistry and Industry Vol. (11), Pg. 463, 1976.
mouse LD50 oral 194mg/kg (194mg/kg)   British Journal of Cancer. Vol. 37, Pg. 411, 1978.
rabbit LD skin > 2426mg/kg (2426mg/kg)   National Technical Information Service. Vol. AD-A180-198,
rabbit LDLo subcutaneous 3700mg/kg (3700mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
rat LC50 inhalation 6350ppm/4H (6350ppm) BEHAVIORAL: COMA Toxicology and Applied Pharmacology. Vol. 18, Pg. 168, 1971.
rat LD50 oral 200mg/kg (200mg/kg)   National Technical Information Service. Vol. PB85-143766,