Product Name

  • Name

    1,1-Dichloroethylene

  • EINECS 200-864-0
  • CAS No. 75-35-4
  • Article Data122
  • CAS DataBase
  • Density 1.223 g/cm3
  • Solubility Almost insoluble in water, soluble in most organic solvents
  • Melting Point -122 °C
  • Formula C2H2Cl2
  • Boiling Point 31.6 °C at 760 mmHg
  • Molecular Weight 96.9439
  • Flash Point -25 °C
  • Transport Information UN 1303 3/PG 1
  • Appearance Colourless liquid
  • Safety 7-16-29-36/37-46-45
  • Risk Codes 12-20-40-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 75-35-4 (1,1-Dichloroethylene)
  • Hazard Symbols HighlyF+,HarmfulXn,ToxicT,FlammableF
  • Synonyms 1,1-Dichloroethene;1,1-Dichloroethylene;AI3-28804;Chlorure de vinylidene;Ethylene, 1,1-dichloro-;NCI-C54262;Vinylidene dichloride;as-Dichloroethylene;asym-Dichloroethylene;
  • PSA 0.00000
  • LogP 1.93520

Synthetic route

1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

1,1-Dichloroethylene
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%
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

A

1,1,1,2-tetrachoroethane
630-20-6

1,1,1,2-tetrachoroethane

B

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

C

pentachloroethane
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%
thiophosgene
463-71-8

thiophosgene

CH2Cl3P

CH2Cl3P

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
In hexane at 0 - 20℃; Inert atmosphere; Autoclave;80%
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

A

1,1,1,2-tetrachoroethane
630-20-6

1,1,1,2-tetrachoroethane

B

1,1-Dichloroethylene
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%
methylene
2465-56-7

methylene

dibromodichloromethane
594-18-3

dibromodichloromethane

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

1,2-dibromomethane
74-95-3

1,2-dibromomethane

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

ethane

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With steam; chlorine at 450 - 600℃;
With hydrogenchloride; chlorine at 450 - 600℃;
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

A

propene
187737-37-7

propene

B

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
at 360 - 435℃; Geschwindigkeit.Pyrolysis;
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

1,1-Dichloroethylene
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℃;
1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

A

cis-1,2-Dichloroethylene
156-59-2

cis-1,2-Dichloroethylene

B

trans-1,2-dichloroethylene
156-60-5

trans-1,2-dichloroethylene

C

1,1-Dichloroethylene
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;
1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

A

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

B

1,1-Dichloroethylene
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℃;
1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With oxygen; copper(II) oxide at 375 - 525℃;
1,1,1,2-tetrachoroethane
630-20-6

1,1,1,2-tetrachoroethane

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With zinc at 30 - 35℃;
With iron sulfide In water at 25℃; pH=8.3; Kinetics; Dehalogenation;
methylene
2465-56-7

methylene

dibromodichloromethane
594-18-3

dibromodichloromethane

chlorobenzene
108-90-7

chlorobenzene

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

1,2-dibromomethane
74-95-3

1,2-dibromomethane

acetylene
74-86-2

acetylene

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine; iron(III) chloride; 1,1,2,2-tetrachloroethane at 135℃;
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

1,3,5-triphenylverdazyl
2154-65-6

1,3,5-triphenylverdazyl

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

1,3,5-triphenylverdazylium chloride
72024-84-1

1,3,5-triphenylverdazylium chloride

C

2,4,6-triphenylverdazyl
22459-57-0

2,4,6-triphenylverdazyl

Conditions
ConditionsYield
at 25℃; Kinetics; Thermodynamic data; Irradiation; E;
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

A

4-chloro-6-methyl-2H-pyran-2-one
17422-72-9

4-chloro-6-methyl-2H-pyran-2-one

B

1-Chloro-1,1-difluoroethane
75-68-3

1-Chloro-1,1-difluoroethane

C

HCFC-141b
1717-00-6

HCFC-141b

D

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

E

3,5-dichlorophenol
591-35-5

3,5-dichlorophenol

F

2-methyl-5,7-dichlorochromone

2-methyl-5,7-dichlorochromone

Conditions
ConditionsYield
With sulfuric acid; hydrogen fluoride; antimonypentachlorideA 1.19 g
B n/a
C n/a
D n/a
E 0.20 g
F 0.08 g
1,1,1-trichloroethane
71-55-6

1,1,1-trichloroethane

A

2,2,2-trifluoroethanol
420-46-2

2,2,2-trifluoroethanol

B

1-Chloro-1,1-difluoroethane
75-68-3

1-Chloro-1,1-difluoroethane

C

HCFC-141b
1717-00-6

HCFC-141b

D

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
With fluorinated (with SF4) γ-alumina; hydrogen fluoride for 2h; Product distribution; Ambient temperature;
With hydrogen fluoride; antimonypentachloride at 60℃; under 7500.6 Torr; Mechanism; var. reaction partners and temp.;
With chromium(III) oxide; sulfur tetrafluoride; hydrogen fluoride at 20℃; for 2h; Product distribution; Further Variations:; Reagents;
1,1,2-trichloroethane
79-00-5

1,1,2-trichloroethane

A

cis-1,2-Dichloroethylene
156-59-2

cis-1,2-Dichloroethylene

B

trans-1,2-dichloroethylene
156-60-5

trans-1,2-dichloroethylene

C

chloroethylene
75-01-4

chloroethylene

D

chloroacetylene
593-63-5

chloroacetylene

E

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

F

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
under 0.2 Torr; Product distribution; Mechanism; Irradiation; laser photolysis, var. pressure, var. pulse energy, presence of var. gases;
β,β-dichloroethylacetate
53942-53-3

β,β-dichloroethylacetate

A

chloroethylene
75-01-4

chloroethylene

B

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
In toluene at 520℃; Product distribution;
2,2,2-trichloroethyl acetate
625-24-1

2,2,2-trichloroethyl acetate

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
In toluene at 540℃; Product distribution;
α,α-dichloroethyl radical
19468-97-4

α,α-dichloroethyl radical

A

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

B

hydrogen

hydrogen

Conditions
ConditionsYield
In gas at 294℃; under 740 Torr; Rate constant;
ethyl β,β-dichlorovinyl sulfide
21985-81-9

ethyl β,β-dichlorovinyl sulfide

A

thiophene
188290-36-0

thiophene

B

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

C

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

D

Trichloroethylene
79-01-6

Trichloroethylene

E

chlorobenzene
108-90-7

chlorobenzene

F

benzene
71-43-2

benzene

Conditions
ConditionsYield
at 500℃; for 0.00444444h; Product distribution;
(2,2,2-Trichloro-ethoxy)-ethene
89585-65-9

(2,2,2-Trichloro-ethoxy)-ethene

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Conditions
ConditionsYield
In toluene at 530℃; Product distribution;

Vinylidene chloride 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.

Vinylidene chloride 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

Vinylidene chloride Analytical Methods

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

Vinylidene chloride 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,

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