79-01-6

Basic information

• Product Name: Trichloroethylene
• 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
• CAS NO: 79-01-6
• Molecular Formula: C₂HCl₃
• Molecular Weight: 131.38834
• EINECS: 201-167-4
• Mol File: 79-01-6.mol
• Article Data: 61

Chemical Properties

• Melting Point: -86℃
• Boiling Point: 87.2 °C at 760 mmHg
• Flash Point: 12.1 °C
• Appearance: colourless liquid
• Density: 1.474 g/cm³
• Vapor Pressure: 72.4mmHg at 25°C
• Refractive Index: 1.489
• Water Solubility: Slightly soluble. 0.11 g/100 mL
• CAS DataBase Reference: Trichloroethylene(CAS DataBase Reference)
• NIST Chemistry Reference: Trichloroethylene(79-01-6)
• EPA Substance Registry System: Trichloroethylene(79-01-6)

Safety Data

• Hazard Codes: T:Toxic
• Statements: R36/38:; R45:; R52/53:; R67:
• Safety Statements: S45:; S53:; S61:
• Hazardous Substances Data: 79-01-6(Hazardous Substances Data)

Usage

General Description

Trichloroethylene is a volatile organic compound commonly used as an industrial solvent and degreaser. It is a colorless, non-flammable liquid with a sweet odor and is primarily used in the production of hydrofluorocarbon chemicals, as well as in the creation of other chemicals like refrigerants and adhesives. Trichloroethylene can also be found in consumer products such as glues, paint removers, and spot removers. However, it poses significant health risks, including being a potential carcinogen and causing damage to the central nervous system, liver, and respiratory system, making it a substance of concern for both workers and consumers. Its use and production are strictly regulated in many countries due to its harmful effects on human health and the environment.

Synthetic route

1,1,2,2-tetrachloroethane (79-34-5) → Trichloroethylene (79-01-6)

Conditions	Yield
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-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6)

Conditions	Yield
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-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6) + pentachloroethane (76-01-7)

Conditions	Yield
With hydrogenchloride; oxygen at 379.84℃;	A 20.8% B 64.3% C 6.1%

1,1,2,2-tetrachloroethylene (127-18-4) → cis-1,2-Dichloroethylene (156-59-2) + Trichloroethylene (79-01-6) + acetylene (74-86-2)

Conditions	Yield
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) + 1,2-Dichloroethylene (540-59-0) → benzenesulfonamide (98-10-2) + 1,1,2,2-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6) + N-(2,2,2-trichloroethylidene)benzenesulfonamide (55596-11-7) + N-(2,2-dichloroethylidene)benzenesulfonamide (113791-97-2) + N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide (79054-58-3)

Conditions	Yield
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) + 1,2-Dichloroethylene (540-59-0) → 1,1,2,2-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6) + N-(2,2,2-trichloroethylidene)benzenesulfonamide (55596-11-7) + N-(2,2-dichloroethylidene)benzenesulfonamide (113791-97-2) + N-{2,2-dichloro-1-[(phenylsulfonyl)amino]ethyl}benzenesulfonamide (79054-58-3) + 1,1,2,2-tetrachloroethane (79-34-5)

Conditions	Yield
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) + 1,2-Dichloroethylene (540-59-0) → N-(2,2,2-trichloroethyliden)-p-toluenesulfonamide (51608-61-8, 13707-44-3) + Trichloroethylene (79-01-6) + N-(2,2-dichloro-1-{[(4-methylphenyl)sulfonyl]amino}ethyl)-4-methylbenzenesulfonamide (92962-02-2) + toluene-4-sulfonamide (70-55-3) + N-[2,2-Dichloro-eth-(E)-ylidene]-4-methyl-benzenesulfonamide (113792-00-0) + 1,1,2,2-tetrachloroethane (79-34-5)

Conditions	Yield
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) → cis-1,2-Dichloroethylene (156-59-2) + trans-1,2-dichloroethylene (156-60-5) + Trichloroethylene (79-01-6)

Conditions	Yield
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) → Trichloroethylene (79-01-6) + 1,1,2,2-tetrachloroethane (79-34-5)

Conditions	Yield
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) → chloro-trimethyl-silane (75-77-4) + Trichloroethylene (79-01-6) + Trimethyl-(1,2,2,2-tetrachloro-ethyl)-silane + Chloromethyl-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

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

(2,2-dichloro-vinyl)-trimethyl-silane (18163-67-2) → 1,1,2,2-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6) + Trimethyl-(1,2,2,2-tetrachloro-ethyl)-silane + Chloromethyl-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Conditions	Yield
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) → Trichloroethylene (79-01-6) + pentachloroethane (76-01-7) + Trimethyl-(1,2,2,2-tetrachloro-ethyl)-silane + Chloromethyl-dimethyl-(1,2,2,2-tetrachloro-ethyl)-silane

Conditions	Yield
With chlorine for 3h; Further byproducts given;	A 5% B 2% C 30% D 33%

N,N-dichloro-p-toluenesulfonamide (473-34-7) + trans-1,2-dichloroethylene (156-60-5) → Trichloroethylene (79-01-6) + N-(2,2,2-trichloro-1-hydroxyethyl)4-methylbenzenesulfonamide (83790-89-0) + N-(2,2-dichloro-1-{[(4-methylphenyl)sulfonyl]amino}ethyl)-4-methylbenzenesulfonamide (92962-02-2) + N-(2,2-Dichloro-1-hydroxy-ethyl)-4-methyl-benzenesulfonamide

Conditions	Yield
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) + N,N-dichloro-4-chlorobenzenesulfonamide (17260-65-0) → Trichloroethylene (79-01-6) + 4-chloro-N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide (107905-41-9) + 4-Chloro-N-(2,2-dichloro-1-hydroxy-ethyl)-benzenesulfonamide + N-<2,2-dichloro-1-(N-p-chlorobenzenesulfonamido)ethyl>-p-chlorobenzenesulfonamide (113792-01-1)

Conditions	Yield
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) + tetrachloromethane (56-23-5) + 1,1,2,2-tetrachloroethane (79-34-5) → Trichloroethylene (79-01-6)

Conditions	Yield
at 20℃;

pyridine (110-86-1) + 1,1,2,2-tetrachloroethane (79-34-5) → Trichloroethylene (79-01-6)

quinoline (91-22-5) + diphenylether (101-84-8) + biphenyl (92-52-4) + 1,1,2,2-tetrachloroethane (79-34-5) → Trichloroethylene (79-01-6)

1,1-dichloroethane (75-34-3) → Trichloroethylene (79-01-6)

Conditions	Yield
With chlorine; pyrographite at 450℃;

ethene (74-85-1) → Trichloroethylene (79-01-6)

Conditions	Yield
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) → 1,1,2,2-tetrachloroethylene (127-18-4) + Trichloroethylene (79-01-6)

Conditions	Yield
With hydrogenchloride; oxygen; copper(II) oxide at 400 - 460℃;

chloroethylene (75-01-4) → Trichloroethylene (79-01-6)

Conditions	Yield
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-Dichloroethylene (75-35-4) + Trichloroethylene (79-01-6)

Conditions	Yield
With oxygen; copper(II) oxide at 375 - 525℃;

1,1,1,2-tetrachoroethane (630-20-6) → Trichloroethylene (79-01-6)

Conditions	Yield
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) + sodium phenoxide (139-02-6) → Trichloroethylene (79-01-6)

1-bromo-1,2,2-trichloro-ethane (2497-67-8) + sodium phenoxide (139-02-6) → Trichloroethylene (79-01-6)

1-bromo-1,2,2-trichloro-ethane (2497-67-8) → Trichloroethylene (79-01-6)

Conditions	Yield
With hydrogen; nickel at 300℃;

1,1-Dichloroethylene (75-35-4) → Trichloroethylene (79-01-6)

Conditions	Yield
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) → Trichloroethylene (79-01-6)

Conditions	Yield
With hydrogen; nickel at 300℃;
With barium(II) chloride at 400℃;

hexachloroethane (67-72-1) → Trichloroethylene (79-01-6)

Conditions	Yield
With sulfuric acid; zinc

chloral (75-87-6) → Trichloroethylene (79-01-6)

Conditions	Yield
With tetraphosphorus decasulfide at 160 - 170℃;

Trichloroethylene (79-01-6) + N,N-dichloro-4-chlorobenzenesulfonamide (17260-65-0) → N-(2,2,2-trichloroethylidene)-4-chlorobenzenesulfonamide (81924-15-4)

Conditions	Yield
at 90℃;	100%
at 87 - 89℃;	97%
at 87℃; for 9h;	95%

Trichloroethylene (79-01-6) + sale sodico del benzen-1,2-ditiolo (85616-77-9, 112424-16-5) → 2-chloro-1,4-benzodithiin (143726-66-3)

Conditions	Yield
	100%

N,N,N',N'-tetrachlorobiphenyl-4,4'-disulfonamide (877162-86-2) + Trichloroethylene (79-01-6) → N,N'-bis(2,2,2-trichloroethylidene)-p,p'-biphenyldisulfonamide

Conditions	Yield
Heating;	100%
for 9h; Heating;	98%

Trichloroethylene (79-01-6) + 4-methyl-N-(4-(trifluoromethyl)phenyl)benzenesulfonamide → (E)-N-(1,2-dichlorovinyl)-4-trifluoromethyl-N-p-tosylanilide

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;	100%

Trichloroethylene (79-01-6) → pentachloroethane (76-01-7)

Conditions	Yield
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) + Trichloroethylene (79-01-6) → (E)-1-(1,2-dichlorovinyloxy)-4-nitrobenzene (60984-86-3)

Conditions	Yield
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) + perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane) (6141-72-6) → O-[2-(Bis-trifluoromethyl-amino)-1,1,2-trichloro-ethyl]-N,N-bis-trifluoromethyl-hydroxylamine

Conditions	Yield
for 48h; Ambient temperature; in vacuo;	99%

Trichloroethylene (79-01-6) + 4-methoxy-phenol (150-76-5) → 1-(1,2-dichloroethenyloxy)-4-methoxybenzene (1188296-81-2)

Conditions	Yield
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) + ortho-cresol (95-48-7) → 2-(1,2-dichloroethylenoxy)toluene (859337-27-2)

Conditions	Yield
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) + 4-cyanophenol (767-00-0) → (E)-4-(1,2-dichlorovinyloxy)benzonitrile (1257325-86-2)

Conditions	Yield
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) + N-(2,6-di-i-propylphenyl)tosylamide (163704-71-0) → (E)-N-(1,2-dichlorovinyl)-N-(2,6-diisopropylphenyl)-4-methylbenzenesulfonamide

Conditions	Yield
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) + 2,6-di(t-butyl)-4-phenylphenol (2668-47-5) → 2,6-di-tert-butyl-4-phenyl 1,2-dichloroethenyl ether

Conditions	Yield
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) + 2-methoxy-phenol (90-05-1) → (E)-1-(1,2-dichlorovinyloxy)-2-methoxybenzene

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;	99%

Trichloroethylene (79-01-6) + 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

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 1.5h; Inert atmosphere;	99%

N,N-Dichlorobenzenesulfonamide (473-29-0) + Trichloroethylene (79-01-6) → N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide (75457-08-8)

Conditions	Yield
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) + sodium thiomethoxide (5188-07-8) → 1,1,2-tris-methylsulfanyl-ethene (40920-18-1)

Conditions	Yield
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) + 3-methyl-phenol (108-39-4) → (E)-1-(1,2-dichlorovinyloxy)-3-methylbenzene (123389-04-8)

Conditions	Yield
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) + N-bromobis(trifluoromethyl)amine (758-43-0) → Perfluoro-2-azapropen (371-71-1) + 1-bromo-2-N,N-bis(trifluoromethyl)amino-1,1,2-trichloroethane

Conditions	Yield
for 72h; Ambient temperature; in vacuo;	A 2% B 98%

Trichloroethylene (79-01-6) + 9H-carbazole (86-74-8) → 9-<(E)-1,2-dichlorovinyl>carbazole (112465-89-1)

Conditions	Yield
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) + Trichloroethylene (79-01-6) → 6-allyl-7-(1,2-dichloro-vinyloxy)-2,7-dimethyl-hexahydro-1,3,5-trioxa-benzocycloheptene

Conditions	Yield
With potassium hydride In tetrahydrofuran at 20℃; for 0.5h;	98%

O-methylresorcine (150-19-6) + Trichloroethylene (79-01-6) → (E)-1-((1,2-dichlorovinyl)oxy)-3-methoxybenzene (1198340-27-0)

Conditions	Yield
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) + salicylic alcohol (90-01-7) + tert-butyldimethylsilyl chloride (18162-48-6) → C15H22Cl2O2Si

Conditions	Yield
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) → 1,1,1-trifluoro-2-chloroethane (75-88-7)

Conditions	Yield
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) + Trichloroethylene (79-01-6) → pentachloroethane (76-01-7) + N-(2,2,2-trichloroethylidene)benzenesulfonamide (55596-11-7)

Conditions	Yield
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) + Trichloroethylene (79-01-6) → N-(2,2,2-trichloroethylidene)benzenesulfonamide (55596-11-7)

Conditions	Yield
at 87 - 89℃; for 8h;	97%
at 87 - 89℃; for 8h; Condensation;	85%
at 87 - 89℃; for 8h;	85%

p-cresol (106-44-5) + Trichloroethylene (79-01-6) → (E)-1-(1,2-dichlorovinyloxy)-4-methylbenzene (123389-03-7)

Conditions	Yield
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) → ethane (74-84-0) + ethene (74-85-1)

Conditions	Yield
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) + Trichloroethylene (79-01-6) + thiourea (17356-08-0) → N,N'-bis(1-benzenesulfonamido-2,2,2-trichloroethyl)thiocarbamide

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

Trichloroethylene (79-01-6) + 4,4'-methylenebis(N,N-dichlorobenzenesulfonamide) (1099856-24-2) → 4,4'-methylenebis[N-(2,2,2-trichloroethylidene)benzenesulfonamide] (1099856-25-3)

Conditions	Yield
for 9h; Heating;	97%

Trichloroethylene (79-01-6) + meta-nitrophenol (554-84-7) → (E)-3-(1,2-dichlorovinyloxy)nitrobenzene (51707-71-2)

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

Upstream product

• 91-22-5 quinoline 
• 101-84-8 diphenylether 
• 92-52-4 biphenyl 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 13749-38-7 1,2-dibromo-1,1,2-trichloroethane 
• 75-87-6 chloral 
• 121-44-8 triethylamine 
• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 156-60-5 trans-1,2-dichloroethylene 
• 540-59-0 1,2-Dichloroethylene 
• 473-29-0 N,N-Dichlorobenzenesulfonamide 
• 127-18-4 1,1,2,2-tetrachloroethylene 
• 17260-65-0 N,N-dichloro-4-chlorobenzenesulfonamide 
• 75-35-4 1,1-Dichloroethylene 

Downstream Products

• 3849-33-0 1,1,1,2,3,3,3-heptachloropropane 
• 706-78-5 octachlorocyclopentene 
• 77-47-4 hexachlorocyclopentadiene 
• 88388-85-6 (1,2-dichlorovinyl)(phenyl)sulfane 
• 42345-82-4 (E)-1,2-dichloro-1-ethoxy-ethene 
• 77753-21-0 1,1,1,4,4-pentachloro-but-2-ene 
• 1226-42-2 1,2-bis(4-methoxyphenyl)-1,2-ethanedione 
• 101724-39-4 (4-chloro-benzyl)-((E)-1,2-dichloro-vinyl)-sulfide 
• 44811-29-2 2-chloro-acrylic acid isopropyl ester 
• 54774-99-1 2,3-dichloro-propionic acid isopropyl ester 
• 920-80-9 1,1,1,2,3,4-hexachloro-but-2-ene 
• 3452-09-3 1-nonyne 
• 91489-21-3 N-<2,2,2-trichloro-1-(2-thienyl)ethyl>-4-toluenesulfonamide 
• 91489-20-2 N-<2,2,2-trichloro-1-(2-thienyl)ethyl>benzenesulfonamide 

Relevant articles and documents

Cloning of a novel dehalogenase from environmental DNA

Cloning of pce A, the gene of tetrachloroethene (PCE)- reductive dehalogenase, was undertaken from environmental DNA. Two genes were amplified using PCR primer deduced from pee A. Functional expression of these genes was unsuccessful in Escherichia coli, but PceA1 synthesized in vitro was enzymatically active. In recombinant E. coli, PceA1 formed a complex with host DnaK and caused filamentous growth.

Reductive dechlorination of tetrachloroethylene in soils by Fe(II)-based degradative solidification/stabilization

Fe(II)-based degradative solidification/stabilization (DS/S) is a modification of conventional solidification/stabilization (S/S) that uses Fe(II) as a reducing agent for chlorinated organics while immobilizing inorganic contaminants. Feasibility of the Fe(II)-based DS/S technology in treating soils contaminated with tetrachloroethylene (PCE) was tested in this study. The results of the PCE degradation experiments conducted in the presence of a humic acid suggest that natural organic matter would not significantly interfere with the degradative reaction by the Fe(II)-containing reactive species in DS/S systems. Solid-phase degradation experiments showed that the DS/S technology could effectively treat PCE in soils without substantial production of chlorinated intermediates. A pseudo-first-order rate law reasonably described degradation kinetics. The half-lives of PCE ranged from 13 to 335 days, which are within time spans allowable for typical in-situ DS/S application. Trichloroethylene (TCE) was the only chlorinated product observed in the solid-phase experiments, and its presence was generally transitory with the amount being less than 7% of the initial amount of PCE on a molar basis. A surface reaction appears to control observed PCE degradation kinetics rather than mass transfer to the reactive surface.

IR spectroscopic study of the dichloromethyl peroxyl radical and its deuterated analogs in the argon matrix

The dichloromethyl peroxyl radical (CHCl2OO?) and its deuterated analog formed in the reaction of the corresponding dichloromethyl radicals with O2 were studied by matrix IR spectroscopy. Dichloromethyl radicals are genera

METHOD OF PRODUCING VINYL CHLORIDE

A method of producing vinyl chloride is provided in the present invention. The method includes the following steps. First, 1,2-dichloroethane (EDC) is introduced into a reactor, and a residence time of the EDC in an ionic liquid catalyst is 5 seconds to 100 seconds, so as to perform a catalytic cleavage reaction. The ionic liquid catalyst is in a liquid phase. The ionic liquid catalyst includes tributylalkyl phosphonium halide, and the alkyl includes an alkyl group having 3 to 16 carbon atoms.

Chlorination reactions relevant to the manufacture of trichloroethene and tetrachloroethene; Part 2: Effects of chlorine supply

The behaviour of 1,1,2,2-tetrachloroethane and trichloroethene in chlorination reactions where the supply of chlorine is varied, either by change in chlorocarbon: Cl2 feed ratio or the quantity of supported copper(II) chloride catalyst or by the use of an anhydrous hydrogen chloride/dioxygen feed as the source of chlorine, i.e. oxychlorination conditions, is described. Depending on the exact conditions used, the products are trichloroethene, pentachloroethane or tetrachloroethene. The products and the conditions under which they are observed are both in harmony with a previously proposed reaction scheme in which there is interplay between heterogeneous and homogeneous reactions. It is possible to define sets of reaction conditions which lead to improvements in selectivity towards the formation of either CHCl=CCl2 or CCl2=CCl2 without significant formation of oligomeric species.