Product Name

  • Name

    Trichloroethylene

  • EINECS 201-167-4
  • CAS No. 79-01-6
  • Article Data167
  • CAS DataBase
  • Density 1.474 g/cm3
  • 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;
  • PSA 0.00000
  • LogP 2.50170

Synthetic route

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

1,1,2,2-tetrachloroethane

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

1,1,2,2-tetrachloroethane

A

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

1,1,2,2-tetrachloroethylene

B

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

1,1,2,2-tetrachloroethane

A

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

1,1,2,2-tetrachloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

C

pentachloroethane
76-01-7

pentachloroethane

Conditions
ConditionsYield
With hydrogenchloride; oxygen at 379.84℃;A 20.8%
B 64.3%
C 6.1%
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

A

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

cis-1,2-Dichloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

C

acetylene
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%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

benzenesulfonamide
98-10-2

benzenesulfonamide

B

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

1,1,2,2-tetrachloroethylene

C

Trichloroethylene
79-01-6

Trichloroethylene

D

N-(2,2,2-trichloroethylidene)benzenesulfonamide
55596-11-7

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

E

N-(2,2-dichloroethylidene)benzenesulfonamide
113791-97-2

N-(2,2-dichloroethylidene)benzenesulfonamide

F

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide
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%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

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

1,1,2,2-tetrachloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

C

N-(2,2,2-trichloroethylidene)benzenesulfonamide
55596-11-7

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

D

N-(2,2-dichloroethylidene)benzenesulfonamide
113791-97-2

N-(2,2-dichloroethylidene)benzenesulfonamide

E

N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide
79054-58-3

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

F

1,1,2,2-tetrachloroethane
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
N,N-dichloro-p-toluenesulfonamide
473-34-7

N,N-dichloro-p-toluenesulfonamide

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide
51608-61-8, 13707-44-3

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

B

Trichloroethylene
79-01-6

Trichloroethylene

C

N-(2,2-dichloro-1-{[(4-methylphenyl)sulfonyl]amino}ethyl)-4-methylbenzenesulfonamide
92962-02-2

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

D

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

E

N-[2,2-Dichloro-eth-(E)-ylidene]-4-methyl-benzenesulfonamide
113792-00-0

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

F

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

1,1,2,2-tetrachloroethylene

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

Trichloroethylene
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;
pentachloroethane
76-01-7

pentachloroethane

A

Trichloroethylene
79-01-6

Trichloroethylene

B

1,1,2,2-tetrachloroethane
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%
(2,2-dichloro-vinyl)-trimethyl-silane
18163-67-2

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

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

Trichloroethylene
79-01-6

Trichloroethylene

C

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

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

D

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

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%
(2,2-dichloro-vinyl)-trimethyl-silane
18163-67-2

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

A

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

1,1,2,2-tetrachloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

C

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

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

D

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

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

Conditions
ConditionsYield
With chlorine for 3h; Further byproducts given;A 1%
B 5%
C 30%
D 33%
With chlorine for 3h; Further byproducts given;A 1%
B 7%
C 30%
D 33%
(2,2-dichloro-vinyl)-trimethyl-silane
18163-67-2

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

A

Trichloroethylene
79-01-6

Trichloroethylene

B

pentachloroethane
76-01-7

pentachloroethane

C

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

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

D

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

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

Conditions
ConditionsYield
With chlorine for 3h; Further byproducts given;A 5%
B 2%
C 30%
D 33%
N,N-dichloro-p-toluenesulfonamide
473-34-7

N,N-dichloro-p-toluenesulfonamide

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

trans-1,2-dichloroethylene

A

Trichloroethylene
79-01-6

Trichloroethylene

B

N-(2,2,2-trichloro-1-hydroxyethyl)4-methylbenzenesulfonamide
83790-89-0

N-(2,2,2-trichloro-1-hydroxyethyl)4-methylbenzenesulfonamide

C

N-(2,2-dichloro-1-{[(4-methylphenyl)sulfonyl]amino}ethyl)-4-methylbenzenesulfonamide
92962-02-2

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

D

N-(2,2-Dichloro-1-hydroxy-ethyl)-4-methyl-benzenesulfonamide

N-(2,2-Dichloro-1-hydroxy-ethyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
at 47℃; for 20h; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 32.5%
D n/a
With water 1.) 47 deg C, 20 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
trans-1,2-dichloroethylene
156-60-5

trans-1,2-dichloroethylene

N,N-dichloro-4-chlorobenzenesulfonamide
17260-65-0

N,N-dichloro-4-chlorobenzenesulfonamide

A

Trichloroethylene
79-01-6

Trichloroethylene

B

4-chloro-N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide
107905-41-9

4-chloro-N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide

C

4-Chloro-N-(2,2-dichloro-1-hydroxy-ethyl)-benzenesulfonamide

4-Chloro-N-(2,2-dichloro-1-hydroxy-ethyl)-benzenesulfonamide

D

N-<2,2-dichloro-1-(N-p-chlorobenzenesulfonamido)ethyl>-p-chlorobenzenesulfonamide
113792-01-1

N-<2,2-dichloro-1-(N-p-chlorobenzenesulfonamido)ethyl>-p-chlorobenzenesulfonamide

Conditions
ConditionsYield
at 47℃; for 18h; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 29.2%
With water 1.) 47 deg C, 18 h; Yield given. Multistep reaction. Yields of byproduct given;
piperidine
110-89-4

piperidine

tetrachloromethane
56-23-5

tetrachloromethane

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

1,1,2,2-tetrachloroethane

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
at 20℃;
pyridine
110-86-1

pyridine

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

1,1,2,2-tetrachloroethane

Trichloroethylene
79-01-6

Trichloroethylene

quinoline
91-22-5

quinoline

diphenylether
101-84-8

diphenylether

biphenyl
92-52-4

biphenyl

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

1,1,2,2-tetrachloroethane

Trichloroethylene
79-01-6

Trichloroethylene

1,1-dichloroethane
75-34-3

1,1-dichloroethane

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With chlorine; pyrographite at 450℃;
ethene
74-85-1

ethene

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With oxygen; chlorine; copper(II) oxide at 400℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With hydrogenchloride; iron(III) oxide; air at 490℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With oxygen; chlorine; copper(II) oxide at 400℃;
chloroethylene
75-01-4

chloroethylene

A

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

1,1,2,2-tetrachloroethylene

B

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With hydrogenchloride; oxygen; copper(II) oxide at 400 - 460℃;
chloroethylene
75-01-4

chloroethylene

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With oxygen; chlorine; copper(II) oxide at 400℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With oxygen; chlorine; copper(II) oxide 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

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
chromium(III) oxide In gas at 249.9℃; for 0.000833333h; Thermodynamic data; various temp.; ΔRH0; ΔRG0;
at 450℃;
With polyethylene glycol; sodium hydroxide at 60 - 110℃;
1-bromo-1,1,2-trichloro-ethane
56240-51-8

1-bromo-1,1,2-trichloro-ethane

sodium phenoxide
139-02-6

sodium phenoxide

Trichloroethylene
79-01-6

Trichloroethylene

1-bromo-1,2,2-trichloro-ethane
2497-67-8

1-bromo-1,2,2-trichloro-ethane

sodium phenoxide
139-02-6

sodium phenoxide

Trichloroethylene
79-01-6

Trichloroethylene

1-bromo-1,2,2-trichloro-ethane
2497-67-8

1-bromo-1,2,2-trichloro-ethane

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With hydrogen; nickel at 300℃;
1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With oxygen; chlorine; copper(II) oxide at 400℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With hydrogenchloride; oxygen; copper(II) oxide at 400℃;
With oxygen; chlorine; copper(II) oxide at 400℃;
1,2-dibromo-1,1,2-trichloroethane
13749-38-7

1,2-dibromo-1,1,2-trichloroethane

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With hydrogen; nickel at 300℃;
With barium(II) chloride at 400℃;
hexachloroethane
67-72-1

hexachloroethane

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With sulfuric acid; zinc
chloral
75-87-6

chloral

Trichloroethylene
79-01-6

Trichloroethylene

Conditions
ConditionsYield
With tetraphosphorus decasulfide at 160 - 170℃;
Trichloroethylene
79-01-6

Trichloroethylene

N,N-dichloro-4-chlorobenzenesulfonamide
17260-65-0

N,N-dichloro-4-chlorobenzenesulfonamide

N-(2,2,2-trichloroethylidene)-4-chlorobenzenesulfonamide
81924-15-4

N-(2,2,2-trichloroethylidene)-4-chlorobenzenesulfonamide

Conditions
ConditionsYield
at 90℃;100%
at 87 - 89℃;97%
at 87℃; for 9h;95%
Trichloroethylene
79-01-6

Trichloroethylene

sale sodico del benzen-1,2-ditiolo
85616-77-9, 112424-16-5

sale sodico del benzen-1,2-ditiolo

2-chloro-1,4-benzodithiin
143726-66-3

2-chloro-1,4-benzodithiin

Conditions
ConditionsYield
100%
N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide
877162-86-2

N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide

Trichloroethylene
79-01-6

Trichloroethylene

N,N'-bis(2,2,2-trichloroethylidene)-p,p'-biphenyldisulfonamide

N,N'-bis(2,2,2-trichloroethylidene)-p,p'-biphenyldisulfonamide

Conditions
ConditionsYield
Heating;100%
for 9h; Heating;98%
Trichloroethylene
79-01-6

Trichloroethylene

4-methyl-N-(4-(trifluoromethyl)phenyl)benzenesulfonamide

4-methyl-N-(4-(trifluoromethyl)phenyl)benzenesulfonamide

(E)-N-(1,2-dichlorovinyl)-4-trifluoromethyl-N-p-tosylanilide

(E)-N-(1,2-dichlorovinyl)-4-trifluoromethyl-N-p-tosylanilide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;100%
Trichloroethylene
79-01-6

Trichloroethylene

pentachloroethane
76-01-7

pentachloroethane

Conditions
ConditionsYield
With chlorine at 10 - 20℃; for 11h; Inert atmosphere; Cooling with ice;99%
With tetrachloromethane; chlorine monoxide at -20℃;
With chlorine at 0℃; im Sonnenlicht;
4-nitro-phenol
100-02-7

4-nitro-phenol

Trichloroethylene
79-01-6

Trichloroethylene

(E)-1-(1,2-dichlorovinyloxy)-4-nitrobenzene
60984-86-3

(E)-1-(1,2-dichlorovinyloxy)-4-nitrobenzene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 70℃; for 1.5h; Inert atmosphere;99%
With methanol; potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃; Inert atmosphere;88%
With sodium hydroxide; benzyltripropylammonium chloride In cyclohexane for 2h;50%
Trichloroethylene
79-01-6

Trichloroethylene

perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane)
6141-72-6

perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane)

O-[2-(Bis-trifluoromethyl-amino)-1,1,2-trichloro-ethyl]-N,N-bis-trifluoromethyl-hydroxylamine

O-[2-(Bis-trifluoromethyl-amino)-1,1,2-trichloro-ethyl]-N,N-bis-trifluoromethyl-hydroxylamine

Conditions
ConditionsYield
for 48h; Ambient temperature; in vacuo;99%
Trichloroethylene
79-01-6

Trichloroethylene

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-(1,2-dichloroethenyloxy)-4-methoxybenzene
1188296-81-2

1-(1,2-dichloroethenyloxy)-4-methoxybenzene

Conditions
ConditionsYield
Stage #1: 4-methoxy-phenol With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at 20℃; Inert atmosphere;
99%
With sodium hydroxide In dimethyl sulfoxide at 20℃; Inert atmosphere;99%
Stage #1: 4-methoxy-phenol With sodium hydroxide In dimethyl sulfoxide at 20℃; for 2h; Inert atmosphere;
Stage #2: Trichloroethylene In dimethyl sulfoxide at 20℃; for 4h; Inert atmosphere;
98%
Trichloroethylene
79-01-6

Trichloroethylene

ortho-cresol
95-48-7

ortho-cresol

2-(1,2-dichloroethylenoxy)toluene
859337-27-2

2-(1,2-dichloroethylenoxy)toluene

Conditions
ConditionsYield
Stage #1: ortho-cresol With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at 20℃; Inert atmosphere;
99%
Trichloroethylene
79-01-6

Trichloroethylene

4-cyanophenol
767-00-0

4-cyanophenol

(E)-4-(1,2-dichlorovinyloxy)benzonitrile
1257325-86-2

(E)-4-(1,2-dichlorovinyloxy)benzonitrile

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 70℃; for 1.5h; Inert atmosphere;99%
With potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃; Inert atmosphere;94%
Trichloroethylene
79-01-6

Trichloroethylene

N-(2,6-di-i-propylphenyl)tosylamide
163704-71-0

N-(2,6-di-i-propylphenyl)tosylamide

(E)-N-(1,2-dichlorovinyl)-N-(2,6-diisopropylphenyl)-4-methylbenzenesulfonamide

(E)-N-(1,2-dichlorovinyl)-N-(2,6-diisopropylphenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 50℃;99%
Stage #1: N-(2,6-diisopropylphenyl)tosylamide With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 0.166667h; Inert atmosphere;
Stage #2: Trichloroethylene In N,N-dimethyl-formamide at 50℃; for 3h; Inert atmosphere;
94%
Trichloroethylene
79-01-6

Trichloroethylene

2,6-di(t-butyl)-4-phenylphenol
2668-47-5

2,6-di(t-butyl)-4-phenylphenol

2,6-di-tert-butyl-4-phenyl 1,2-dichloroethenyl ether

2,6-di-tert-butyl-4-phenyl 1,2-dichloroethenyl ether

Conditions
ConditionsYield
Stage #1: 2,6-di(t-butyl)-4-phenylphenol With sodium hydroxide In dimethyl sulfoxide at 20℃; for 14h; Inert atmosphere;
Stage #2: Trichloroethylene In dimethyl sulfoxide at 20℃; for 8h; Inert atmosphere;
99%
Trichloroethylene
79-01-6

Trichloroethylene

2-methoxy-phenol
90-05-1

2-methoxy-phenol

(E)-1-(1,2-dichlorovinyloxy)-2-methoxybenzene

(E)-1-(1,2-dichlorovinyloxy)-2-methoxybenzene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;99%
Trichloroethylene
79-01-6

Trichloroethylene

N-(2-(1-benzyl-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide

N-(2-(1-benzyl-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide

(E)-N-[2-(1-Benzyl-1H-indol-3-yl)ethyl]-N-(1,2-dichlorovinyl)-4-methylbenzenesulfonamide

(E)-N-[2-(1-Benzyl-1H-indol-3-yl)ethyl]-N-(1,2-dichlorovinyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 1.5h; Inert atmosphere;99%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

Trichloroethylene
79-01-6

Trichloroethylene

N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide
75457-08-8

N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide

Conditions
ConditionsYield
With water 1) 85 - 90 deg C, 2) 30 deg C.;98%
With tin(IV) chloride at 87℃; for 336h; Yield given;
Trichloroethylene
79-01-6

Trichloroethylene

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

1,1,2-tris-methylsulfanyl-ethene
40920-18-1

1,1,2-tris-methylsulfanyl-ethene

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide for 1h; Ambient temperature;98%
In N,N-dimethyl-formamide at 80℃; for 1.5h;94%
Trichloroethylene
79-01-6

Trichloroethylene

3-methyl-phenol
108-39-4

3-methyl-phenol

(E)-1-(1,2-dichlorovinyloxy)-3-methylbenzene
123389-04-8

(E)-1-(1,2-dichlorovinyloxy)-3-methylbenzene

Conditions
ConditionsYield
Stage #1: 3-methyl-phenol With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at -50 - 20℃; Inert atmosphere;
98%
With caesium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;91%
With sodium hydroxide; benzyltripropylammonium chloride In cyclohexane for 2h;58%
Trichloroethylene
79-01-6

Trichloroethylene

N-bromobis(trifluoromethyl)amine
758-43-0

N-bromobis(trifluoromethyl)amine

A

Perfluoro-2-azapropen
371-71-1

Perfluoro-2-azapropen

B

1-bromo-2-N,N-bis(trifluoromethyl)amino-1,1,2-trichloroethane

1-bromo-2-N,N-bis(trifluoromethyl)amino-1,1,2-trichloroethane

Conditions
ConditionsYield
for 72h; Ambient temperature; in vacuo;A 2%
B 98%
Trichloroethylene
79-01-6

Trichloroethylene

9H-carbazole
86-74-8

9H-carbazole

9-<(E)-1,2-dichlorovinyl>carbazole
112465-89-1

9-<(E)-1,2-dichlorovinyl>carbazole

Conditions
ConditionsYield
With potassium hydroxide; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin In diethyl ether; toluene for 3h;98%
With tetrabutylammomium bromide; potassium carbonate In acetonitrile at 82℃; for 2h;96%
With tetrabutylammomium bromide; potassium carbonate In acetonitrile at 80℃; for 3h; Mechanism; other amines, oether bases and catalysts, var. solvent and time;
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In cyclohexane for 3h; Product distribution; other catalysts and PTC systems;
6-allyl-2,7-dimethyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol
934279-01-3

6-allyl-2,7-dimethyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

Trichloroethylene
79-01-6

Trichloroethylene

6-allyl-7-(1,2-dichloro-vinyloxy)-2,7-dimethyl-hexahydro-1,3,5-trioxa-benzocycloheptene

6-allyl-7-(1,2-dichloro-vinyloxy)-2,7-dimethyl-hexahydro-1,3,5-trioxa-benzocycloheptene

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 20℃; for 0.5h;98%
O-methylresorcine
150-19-6

O-methylresorcine

Trichloroethylene
79-01-6

Trichloroethylene

(E)-1-((1,2-dichlorovinyl)oxy)-3-methoxybenzene
1198340-27-0

(E)-1-((1,2-dichlorovinyl)oxy)-3-methoxybenzene

Conditions
ConditionsYield
Stage #1: O-methylresorcine With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at -50 - 20℃; Inert atmosphere;
98%
With sodium hydroxide In dimethyl sulfoxide at 30 - 60℃;97%
With caesium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;93%
Trichloroethylene
79-01-6

Trichloroethylene

salicylic alcohol
90-01-7

salicylic alcohol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C15H22Cl2O2Si

C15H22Cl2O2Si

Conditions
ConditionsYield
Stage #1: Trichloroethylene; salicylic alcohol With sodium hydroxide In dimethyl sulfoxide
Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In dichloromethane at 20℃;
98%
Trichloroethylene
79-01-6

Trichloroethylene

1,1,1-trifluoro-2-chloroethane
75-88-7

1,1,1-trifluoro-2-chloroethane

Conditions
ConditionsYield
With hydrogen fluoride; antimony pentafluoride at 100℃; for 1h; Temperature; Autoclave;97%
With hydrogen fluoride; tantalum pentafluoride at 0 - 140℃; under 25858.1 Torr; for 10.5h; Product distribution / selectivity; Neat (no solvent);90%
With hydrogen fluoride; tantalum pentafluoride at 100 - 140℃; under 25858.1 Torr; for 6h;80%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

Trichloroethylene
79-01-6

Trichloroethylene

A

pentachloroethane
76-01-7

pentachloroethane

B

N-(2,2,2-trichloroethylidene)benzenesulfonamide
55596-11-7

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

Conditions
ConditionsYield
at 85 - 90℃; Product distribution; Other temperatures, UV irradiation, presence of azoisobutyronitrile or benzoyl peroxide.;A n/a
B 97%
at 85 - 90℃; Other temperatures, UV irradiation, presence of azoisobutyronitrile or benzoyl peroxide.;A n/a
B 97%
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

Trichloroethylene
79-01-6

Trichloroethylene

N-(2,2,2-trichloroethylidene)benzenesulfonamide
55596-11-7

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

Conditions
ConditionsYield
at 87 - 89℃; for 8h;97%
at 87 - 89℃; for 8h; Condensation;85%
at 87 - 89℃; for 8h;85%
p-cresol
106-44-5

p-cresol

Trichloroethylene
79-01-6

Trichloroethylene

(E)-1-(1,2-dichlorovinyloxy)-4-methylbenzene
123389-03-7

(E)-1-(1,2-dichlorovinyloxy)-4-methylbenzene

Conditions
ConditionsYield
Stage #1: p-cresol With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at -50 - 20℃; Inert atmosphere;
97%
With caesium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;82%
With sodium hydroxide; benzyltripropylammonium chloride In cyclohexane for 2h;60%
Trichloroethylene
79-01-6

Trichloroethylene

A

ethane
74-84-0

ethane

B

ethene
74-85-1

ethene

Conditions
ConditionsYield
With hydrogen; palladium/alumina In water at 20℃; under 760 Torr; pH=4 - 6.8; Kinetics; Product distribution; Further Variations:; Catalysts; Dehydrochlorination;A 97%
B n/a
With iron In water pH=7; Kinetics; Further Variations:; pH-values; Electrochemical reaction;A 25%
B 75%
With palladium-impregnated γ-alumina; hydrogen at 300℃; under 69.0069 Torr; for 3h; Reagent/catalyst; Inert atmosphere;
With Pd1.6Cu1 alloy nanoparticles on γ-alumina; hydrogen at 300℃; under 69.0069 Torr; for 3h; Reagent/catalyst; Inert atmosphere;
With hydrogen In water at 25℃; under 760.051 Torr; for 1.5h; Kinetics; Catalytic behavior;
N,N-Dichlorobenzenesulfonamide
473-29-0

N,N-Dichlorobenzenesulfonamide

Trichloroethylene
79-01-6

Trichloroethylene

thiourea
17356-08-0

thiourea

N,N'-bis(1-benzenesulfonamido-2,2,2-trichloroethyl)thiocarbamide

N,N'-bis(1-benzenesulfonamido-2,2,2-trichloroethyl)thiocarbamide

Conditions
ConditionsYield
Stage #1: N,N-Dichlorobenzenesulfonamide; Trichloroethylene at 87℃; for 9h;
Stage #2: thiourea at 35℃;
97%
Trichloroethylene
79-01-6

Trichloroethylene

4,4'-methylenebis(N,N-dichlorobenzenesulfonamide)
1099856-24-2

4,4'-methylenebis(N,N-dichlorobenzenesulfonamide)

4,4'-methylenebis[N-(2,2,2-trichloroethylidene)benzenesulfonamide]
1099856-25-3

4,4'-methylenebis[N-(2,2,2-trichloroethylidene)benzenesulfonamide]

Conditions
ConditionsYield
for 9h; Heating;97%
Trichloroethylene
79-01-6

Trichloroethylene

meta-nitrophenol
554-84-7

meta-nitrophenol

(E)-3-(1,2-dichlorovinyloxy)nitrobenzene
51707-71-2

(E)-3-(1,2-dichlorovinyloxy)nitrobenzene

Conditions
ConditionsYield
Stage #1: meta-nitrophenol With potassium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: Trichloroethylene In tetrahydrofuran at -50 - 20℃; Inert atmosphere;
97%

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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