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1,2-Dichloroethylene

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Name

1,2-Dichloroethylene

EINECS 208-750-2
CAS No. 540-59-0 Density 1.243 g/cm3
PSA 0.00000 LogP 1.93520
Solubility N/A Melting Point −57 °C(lit.)
Formula C2H2Cl2 Boiling Point 47.7 °C at 760 mmHg
Molecular Weight 96.9439 Flash Point 6.1 °C
Transport Information UN 1150 Appearance clear colorless to pale yellow liquid
Safety 7-16-29-61 Risk Codes 11-20-52/53
Molecular Structure Molecular Structure of 540-59-0 (1,2-Dichloroethylene) Hazard Symbols FlammableF, HarmfulXn
Synonyms

Ethylene,1,2-dichloro- (8CI);1,2-Dichloroethene;1,2-Dichloroethylene;Acetylenedichloride;Dioform;sym-Dichloroethylene;

Article Data 51

1,2-Dichloroethylene Synthetic route

18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

540-59-0

1,2-Dichloroethylene

B

75-78-5

dimethylsilicon dichloride

C

176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

540-59-0

1,2-Dichloroethylene

B

75-78-5

dimethylsilicon dichloride

C

176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-(1,1,2,2-tetrachloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine at 22 - 83℃; for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 3%
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

540-59-0

1,2-Dichloroethylene

B

75-78-5

dimethylsilicon dichloride

C

176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloro-dimethyl-pentachloroethyl-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
18142-52-4

(2-Chlor-vinyl)-dimethyl-chlorsilan

A

540-59-0

1,2-Dichloroethylene

B

75-78-5

dimethylsilicon dichloride

C

176102-95-7

Chloro-dimethyl-(1,2,2-trichloro-ethyl)-silane

D

79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 5%
B 6%
C 70%
D 2%
35802-68-7

β-chlorovinyltrimethylsilane

A

75-77-4

chloro-trimethyl-silane

B

540-59-0

1,2-Dichloroethylene

C

18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 14%
D 45%
35802-68-7

β-chlorovinyltrimethylsilane

A

75-77-4

chloro-trimethyl-silane

B

540-59-0

1,2-Dichloroethylene

C

18163-49-0

Trimethyl-(pentachlorethyl)-silan

D

Trimethyl-(1,2,2-trichloro-ethyl)-silane

E

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

F

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Product distribution; other C-chlorovinylsilanes;A 10%
B 7%
C 14%
D 45%
E 3 % Turnov.
F 4 % Turnov.
35802-68-7

β-chlorovinyltrimethylsilane

A

540-59-0

1,2-Dichloroethylene

B

18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-(1,1,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 3%
35802-68-7

β-chlorovinyltrimethylsilane

A

540-59-0

1,2-Dichloroethylene

B

18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-(1,2,2-trichloro-ethyl)-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 4%
35802-68-7

β-chlorovinyltrimethylsilane

A

540-59-0

1,2-Dichloroethylene

B

18163-49-0

Trimethyl-(pentachlorethyl)-silan

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

Chloromethyl-dimethyl-pentachloroethyl-silane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 7%
B 14%
C 45%
D 3%
35802-68-7

β-chlorovinyltrimethylsilane

A

75-77-4

chloro-trimethyl-silane

B

540-59-0

1,2-Dichloroethylene

C

Trimethyl-(1,2,2-trichloro-ethyl)-silane

D

79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With chlorine for 5h; Further byproducts given;A 10%
B 7%
C 45%
D 3%

1,2-Dichloroethylene Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

1,2-Dichloroethylene Standards and Recommendations

OSHA PEL: TWA 200 ppm
ACGIH TLV: TWA 200 ppm
DFG MAK: 200 ppm (800 mg/m3)

1,2-Dichloroethylene Analytical Methods

For occupational chemical analysis use NIOSH: Hydrocarbons, Halogenated, 1003.

1,2-Dichloroethylene Specification

The systematic name of this chemical is 1,2-dichloroethene. With the CAS registry number 540-59-0 and EINECS 208-750-2, it is also named as 1,2-DCE. The product's categories are Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks. It is clear colorless to pale yellow liquid with a sharp, harsh odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene. When heated to decomposition it emits highly toxic fumes of Cl. So the storage environment should be well-ventilated, low-temperature and dry. Keep 1,2-Dichloroethylene separate from oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.74; (4)ACD/LogD (pH 7.4): 1.74; (5)ACD/BCF (pH 5.5): 12.47; (6)ACD/BCF (pH 7.4): 12.47; (7)ACD/KOC (pH 5.5): 211.84; (8)ACD/KOC (pH 7.4): 211.84; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.453; (14)Molar Refractivity: 21.07 cm3; (15)Molar Volume: 77.9 cm3; (16)Polarizability: 8.35×10-24 cm3; (17)Surface Tension: 25.9 dyne/cm; (18)Enthalpy of Vaporization: 27.93 kJ/mol; (19)Vapour Pressure: 333 mmHg at 25°C.

Preparation of 1,2-Dichloroethylene: It can be obtained by dechlorination of 1,1,2,2-tetrachloroethane with zinc powder or iron powder.

Uses of 1,2-Dichloroethylene: It is used as a solvent for waxes, resins, polymers, fats, and lacquers. It is also used as an intermediate in the preparation of other chlorinated solvents. Whats more, it can be used to produce chloronitroacetic acid. This reaction needs reagent HNO3 and H2SO4. The yield is 52%.

1,2-Dichloroethylene can produce chloronitroacetic acid

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is not only harmful by inhalation, but also harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. People should not empty into drains and avoid releasing to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure. 
1. SMILES:ClC=CCl
2. InChI:InChI=1/C2H2Cl2/c3-1-2-4/h1-2H
3. InChIKey:KFUSEUYYWQURPO-UHFFFAOYAW

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LCLo inhalation 117mg/m3/1H (117mg/m3) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archivio Italiano di Scienze Farmacologiche. Vol. 15, Pg. 1, 1937.
mouse LD50 intraperitoneal 2gm/kg (2000mg/kg)   European Journal of Toxicology and Environmental Hygiene. Vol. 7, Pg. 247, 1974.
rat LD50 oral 770mg/kg (770mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 10, 1966.

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