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Trichloroethylene

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Name

Trichloroethylene

EINECS 201-167-4
CAS No. 79-01-6 Density 1.474 g/cm3
PSA 0.00000 LogP 2.50170
Solubility Slightly soluble in water. 0.11 g/100 mL Melting Point -86 °C
Formula C2HCl3 Boiling Point 87.2 °C at 760 mmHg
Molecular Weight 131.389 Flash Point 12.1 °C
Transport Information UN 1710 6.1/PG 3 Appearance colourless liquid
Safety 53-45-61-36/37 Risk Codes 45-36/38-52/53-67-68-39/23/24/25-23/24/25
Molecular Structure Molecular Structure of 79-01-6 (Trichloroethylene) Hazard Symbols
Synonyms

Ethene,trichloro- (9CI);Ethylene, trichloro- (8CI);1,1,2-Trichloroethylene;Algylen;Anamenth;Chlorilen;Chlorylen;Densinfluat;Ethinyl trichloride;Ethylenetrichloride;F 1120;Fluate;Germalgene;LPS HDX Heavy Duty Degreaser;Narcogen;Narkosoid;R 1120;TCE;TCE (chlorohydrocarbon);Threthylen;Threthylene;Trethylene;Trichloran;Trichloren;Trichloroethene;Trichloroethylene;Triclene;Trielene;Trielin;Trieline;Triklone N;Trilen;Trilene;Trimar;Westrosol;

Article Data 167

Trichloroethylene Synthetic route

79-34-5

1,1,2,2-tetrachloroethane

79-01-6

Trichloroethylene

Conditions
ConditionsYield
With hydrogenchloride; oxygen at 379.84℃; Reagent/catalyst; Temperature;74.3%
With chlorine at 379.84℃; Gas phase; chemoselective reaction;57.3%
at 350 - 400℃; bei der Einwirkung von Luft;
79-34-5

1,1,2,2-tetrachloroethane

A

127-18-4

1,1,2,2-tetrachloroethylene

B

79-01-6

Trichloroethylene

Conditions
ConditionsYield
With hydrogenchloride; oxygen at 379.84℃; for 18h;A 20.8%
B 64.3%
With CuCl2/KCl/attapulgite; chlorine at 379.84℃; Gas phase; chemoselective reaction;A 16.6%
B 45%
79-34-5

1,1,2,2-tetrachloroethane

A

127-18-4

1,1,2,2-tetrachloroethylene

B

79-01-6

Trichloroethylene

C

76-01-7

pentachloroethane

Conditions
ConditionsYield
With hydrogenchloride; oxygen at 379.84℃;A 20.8%
B 64.3%
C 6.1%
127-18-4

1,1,2,2-tetrachloroethylene

A

156-59-2

cis-1,2-Dichloroethylene

B

79-01-6

Trichloroethylene

C

74-86-2

acetylene

Conditions
ConditionsYield
With iron sulfide In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination;A 1%
B 1%
C 56%
With iron sulfide; rac-cysteine In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination;A 1%
B 2%
C 19%
473-29-0

N,N-Dichlorobenzenesulfonamide

540-59-0

1,2-Dichloroethylene

A

98-10-2

benzenesulfonamide

B

127-18-4

1,1,2,2-tetrachloroethylene

C

79-01-6

Trichloroethylene

D

55596-11-7

N-(2,2,2-trichloroethylidene)benzenesulfonamide

E

113791-97-2

N-(2,2-dichloroethylidene)benzenesulfonamide

F

79054-58-3

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide

Conditions
ConditionsYield
at 55℃; for 22h; Product distribution; other time, other temperature, other initiator;A n/a
B n/a
C n/a
D n/a
E n/a
F 54.1%
473-29-0

N,N-Dichlorobenzenesulfonamide

540-59-0

1,2-Dichloroethylene

A

127-18-4

1,1,2,2-tetrachloroethylene

B

79-01-6

Trichloroethylene

C

55596-11-7

N-(2,2,2-trichloroethylidene)benzenesulfonamide

D

113791-97-2

N-(2,2-dichloroethylidene)benzenesulfonamide

E

79054-58-3

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide

F

79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
at 55℃; for 22h; Product distribution; other time, other temperature, other initiator;A n/a
B n/a
C n/a
D n/a
E 54.1%
F n/a
473-34-7

N,N-dichloro-p-toluenesulfonamide

540-59-0

1,2-Dichloroethylene

A

51608-61-8, 13707-44-3

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide

B

79-01-6

Trichloroethylene

C

92962-02-2

N-(2,2-dichloro-1-{[(4-methylphenyl)sulfonyl]amino}ethyl)-4-methylbenzenesulfonamide

D

70-55-3

toluene-4-sulfonamide

E

113792-00-0

N-[2,2-Dichloro-eth-(E)-ylidene]-4-methyl-benzenesulfonamide

F

79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
at 55℃; for 22h; Product distribution; other time, other temperature, other initiator;A n/a
B n/a
C 44.1%
D n/a
E n/a
F n/a
127-18-4

1,1,2,2-tetrachloroethylene

A

156-59-2

cis-1,2-Dichloroethylene

B

156-60-5

trans-1,2-dichloroethylene

C

79-01-6

Trichloroethylene

Conditions
ConditionsYield
With methanol at 20℃; Inert atmosphere; UV-irradiation;A n/a
B n/a
C 43%
With Desulfomonile tiedjei DCB-1 In water at 35℃; Kinetics; Further Variations:; Reagents; time; concentration; Dehalogenation;
76-01-7

pentachloroethane

A

79-01-6

Trichloroethylene

B

79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With hexacarbonyl molybdenum at 140℃; for 3h; further reagent Fe(CO)5;A 42%
B 23%
With iron pentacarbonyl at 140℃; for 3h; further reagent Mo(CO)6;A 27%
B 23%
18163-67-2

(2,2-dichloro-vinyl)-trimethyl-silane

A

75-77-4

chloro-trimethyl-silane

B

79-01-6

Trichloroethylene

C

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

D

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

Conditions
ConditionsYield
With chlorine for 3h; Further byproducts given;A 7%
B 5%
C 30%
D 33%

Trichloroethylene History

  Trichloroethylene (CAS NO.79-01-6) was pioneered by Imperial Chemical Industries in Britain, Trichloroethylene's development was hailed as an anesthetic revolution.However,the introduction of halothane in 1956 greatly diminished the use of TCE as a general anesthetic. TCE was still used as an inhalation analgesic in childbirth given by self-administration.Nowadays, Groundwater contamination by TCE has become an important environmental concern.

Trichloroethylene Specification

The Trichloroethylene, with the cas registry number 79-01-6, is a kind of colorless oily liquid with the similar smell with chloroform. This chemical is slight soluble in water and completely soluble in common organic solvent and it is stable chemically while incompatible with oxidizing agents, aluminium, magnesium, strong bases, reducing agents. Besides, it is light-sensitive and then could react violently with many metals, ozone, potassium nitrate, potassium hydroxide, sodium hydroxide. In addition, its product categories are including refrigerants; Organics; Analytical Chemistry; Standard Solution of Volatile Organic Compounds for Water & Soil Analysis; Standard Solutions (VOC).

The physical properties of this chemical are as follows: (1)ACD/LogP: 2.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.26; (4)ACD/LogD (pH 7.4): 2.26; (5)ACD/BCF (pH 5.5): 30.61; (6)ACD/BCF (pH 7.4): 30.61; (7)ACD/KOC (pH 5.5): 402.89; (8)ACD/KOC (pH 7.4): 402.89; (9)Index of Refraction: 1.489; (10)Molar Refractivity: 25.76 cm3; (11)Molar Volume: 89.1 cm3; (12)Polarizability: 10.21 ×10-24 cm3; (13)Surface Tension: 31 dyne/cm; (14)Density: 1.474 g/cm3; (15)Flash Point: 12.1 °C; (16)Enthalpy of Vaporization: 31.4 kJ/mol; (17)Boiling Point: 87.2 °C at 760 mmHg; (18)Vapour Pressure: 72.4 mmHg at 25°C; (19)Exact Mass: 129.914383; (20)MonoIsotopic Mass: 129.914383; (21)Topological Polar Surface Area: 0; (22)Heavy Atom Count: 5; (23)Formal Charge: 0; (24)Complexity: 42.9.

Use of this chemical: Trichloroethylene could react to produce dichloroethyne, with the following condition: reagent: NaOH; reaction temp.: 260 °C.

As to its usage, it is widely applied in many ways. It could be used in producing indigo and other dye and also could make henchloroacetic acid; It could aslo be used as the metal detergent, dry cleaning agent, agricultural insecticide in the field of industrial solvent; Then it is usually used in many other ways, such as being the noninflammable solvent, analysis reagent, extracting solvent, and also in chemical cleaning, industrial degreasing, and chemical raw materials.

When you are dealing with this kind of chemical, you should be much more careful and then take some measures to protect yourself. For one thing, it is irritating to eyes and skin. For another thing, it is toxic which has the danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. In addition, it is harmful to aquatic organisms which may cause long-term adverse effects in the aquatic environment. Then it has other hazard. It may cause cancer and will have possible risk of irreversible effects. Therefore, you should wear suitable protective clothing and gloves, and if in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). And then avoid exposure - obtain special instruction before use. Lastly, do remember not to release to the environment, and you could refer to special instructions safety data sheet.     

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(=C(Cl)Cl)Cl
(2)InChI: InChI=1S/C2HCl3/c3-1-2(4)5/h1H
(3)InChIKey: XSTXAVWGXDQKEL-UHFFFAOYSA-N

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LCLo inhalation 32500mg/m3/2H (32500mg/m3) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Archiv fuer Hygiene und Bakteriologie. Vol. 116, Pg. 131, 1936.
cat LDLo oral 5864mg/kg (5864mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 76, 1959.
dog LD50 intraperitoneal 1900mg/kg (1900mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED Toxicology and Applied Pharmacology. Vol. 10, Pg. 119, 1967.
 
dog LDLo intravenous 150mg/kg (150mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
dog LDLo subcutaneous 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 76, 1959.
guinea pig LCLo inhalation 37200ppm/40M (37200ppm)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 76, 1959.
human LDLo oral 7gm/kg (7000mg/kg)   Archives of Toxicology. Vol. 35, Pg. 295, 1976.
 
human TCLo inhalation 160ppm/83M (160ppm) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" American Industrial Hygiene Association Journal. Vol. 23, Pg. 167, 1962.
 
human TCLo inhalation 500ppm/16.1Y- (500ppm) KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI

KIDNEY, URETER, AND BLADDER: PROTEINURIS
Archives of Toxicology. Vol. 73, Pg. 246, 1999.
 
human TCLo inhalation 812mg/kg (812mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

GASTROINTESTINAL: OTHER CHANGES
British Medical Journal. Vol. 2, Pg. 689, 1945.
human TCLo inhalation 6900mg/m3/10M (6900mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Archiv fuer Hygiene und Bakteriologie. Vol. 116, Pg. 131, 1936.
man LCLo inhalation 2900ppm (2900ppm)   New Zealand Medical Journal. Vol. 50, Pg. 119, 1951.
 
man TCLo inhalation 110ppm/8H (110ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
British Journal of Industrial Medicine. Vol. 28, Pg. 293, 1971.
 
man TDLo oral 1mL/kg (1mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: COMA
Toxicological Sciences. Vol. 41, Pg. 157, 1998.
man TDLo oral 2143mg/kg (2143mg/kg) GASTROINTESTINAL: OTHER CHANGES "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 602, 1969.
mouse LC50 inhalation 8450ppm/4H (8450ppm)   Acta Pharmacologica et Toxicologica. Vol. 9, Pg. 303, 1953.
 
mouse LD50 intravenous 33900ug/kg (33.9mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 141, 1954.
mouse LD50 oral 2402mg/kg (2402mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. AD-A080-636,
mouse LD50 subcutaneous 16gm/kg (16000mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 224, 1958.
 
rabbit LCLo inhalation 11000ppm (11000ppm)   FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 121, 1970.
rabbit LD50 skin > 20gm/kg (20000mg/kg)   National Technical Information Service. Vol. AD-A062-138,
rabbit LDLo oral 7330mg/kg (7330mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 76, 1959.
rabbit LDLo subcutaneous 1800mg/kg (1800mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
rat LCLo inhalation 4800ppm/4H (4800ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 469, 1951.
rat LD50 intraperitoneal 1282mg/kg (1282mg/kg)   Environmental Research. Vol. 40, Pg. 411, 1986.
 
rat LD50 oral 4920mg/kg (4920mg/kg)   Industrial Health. Vol. 32, Pg. 145, 1994.
 
rat LDLo intratracheal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. OTS0520615,

 

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