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| CAS No.: | 75-35-4 |
|---|---|
| Name: | 1,1-Dichloroethylene |
| Article Data: | 122 |
| Molecular Structure: | |
|
|
|
| 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: |
 F+, Xn, T, F
|
| 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 |
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| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| In hexane at 0 - 20℃; Inert atmosphere; Autoclave; | 80% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| Tetrabrommethan,Bromoform und Jodoform reagieren analog; |
| Conditions | Yield |
|---|---|
| With steam; chlorine at 450 - 600℃; | |
| With hydrogenchloride; chlorine at 450 - 600℃; |
| Conditions | Yield |
|---|---|
| at 360 - 435℃; Geschwindigkeit.Pyrolysis; |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| at 500℃; bei der thermischen Zersetzung; | |
| at 500℃; Geschwindigkeit dieser Spaltung bei verschiedenen Temperaturen und Beschleunigung der Pyrolyse durch geringe Mengen Sauerstoff oder Chlor; |
| Conditions | Yield |
|---|---|
| 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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- Total:23 Page 1 of 1 1
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Consensus Reports
Standards and Recommendations
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
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%.
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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, |