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79-38-9

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79-38-9 Usage

Chemical Properties

Colorless gas; faint ethereal odor. Decomposes in water.

Uses

Intermediate, monomer for chlorotrifluoroethylene resins.

Preparation

Chlorotrifluoroethylene is prepared from ethylene by the following route:Ethylene is treated with an excess of chlorine at 300-350°C in the presence of activated charcoal to give hexachloroethane. This product is then treated with hydrogen fluoride in the presence of antimony pentachloride to yield trichlorotrifluoroethane. Dechlorination in the liquid phase with zinc dust and ethanol results in the formation of chlorotrifluoroethylene which is washed with water to remove alcohol, dried and distilled under pressure.

General Description

Chlorotrifluoroethylene is a colorless gas with a faint ethereal odor. Chlorotrifluoroethylene is shipped as a liquefied gas under its vapor pressure. Chlorotrifluoroethylene is very toxic by inhalation and is easily ignited. The vapors are heavier than air and a flame can flash back to the source of leak very easily. This leak can either be a liquid or vapor leak. The vapors can asphyxiate by the displacement of air. Contact with the liquid can cause frostbite. Under prolonged exposure to intense heat or fire the containers may violently rupture and rocket, or the material may polymerize with possible container rupture.

Air & Water Reactions

Highly flammable.

Reactivity Profile

Halogenated aliphatic compounds, such as Chlorotrifluoroethylene, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines; nitrides; azo/diazo compounds; alkali metals; strong oxidizers such as chlorine perchlorate, oxygen, bromine; and epoxides.

Hazard

Dangerous fire risk. Flammable limits in air 8.4–38.7%.

Health Hazard

Inhalation causes dizziness, nausea, vomiting; liver and kidney injury may develop after several hours and cause jaundice and necrosis of the kidney. Contact with liquid causes frostbite of eyes and possibly of skin.

Flammability and Explosibility

Extremelyflammable

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by inhalation. Very dangerous fire hazard when exposed to heat, flames (sparks), or oxidizers. To fight fire, stop flow of gas. Violent reaction when mixed with (Brz + 02) or (CIF3 + water). Potentially explosive polymerization reaction with ethylene. Incompatible with 1,l -dchloroethylene; oxygen. When heated to decomposition it emits toxic fumes of Fand Cl-. See also CHLORINATED HYDROCARBONS, ALIPHATIC; and FLUORIDES.

Purification Methods

Scrub it with 10% KOH solution, then 10% H2SO4 solution to remove inhibitors, dry and pass it through silica gel. It is stabilized with ~1% tributylamine. Use brass equipment. [Beilstein 1 III 646.] TOXIC GAS.

Check Digit Verification of cas no

The CAS Registry Mumber 79-38-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 9 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 79-38:
(4*7)+(3*9)+(2*3)+(1*8)=69
69 % 10 = 9
So 79-38-9 is a valid CAS Registry Number.
InChI:InChI=1/C2ClF3/c3-1(4)2(5)6

79-38-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Chlorotrifluoroethylene

1.2 Other means of identification

Product number -
Other names cfe

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:79-38-9 SDS

79-38-9Synthetic route

1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With potassium zinc trihydride at 250 - 320℃; under 7500.75 Torr; for 5h; Temperature; Pressure; Inert atmosphere; Large scale;99.22%
With ammonium chloride; zinc(II) chloride In methanol; water electrochemical process;90%
With zinc(II) chloride; zinc In ethanol at 50℃; for 3h; Dehalogenation;75%
1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

A

1,2-dichloro-1,2,2-trifluoroethane
354-23-4

1,2-dichloro-1,2,2-trifluoroethane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
With hydrogen; silica gel; nickel at 450℃; under 760 Torr; Title compound not separated from byproducts;A n/a
B 95.8%
C n/a
bismuth(III) chloride; silica gel; palladium at 250℃; Yield given. Yields of byproduct given;
With hydrogen; silica gel; nickel at 450℃; under 760 Torr; Product distribution; other supported Ni catalysts and metal oxides;
bismuth(III) chloride; silica gel; palladium at 250℃; under 760 Torr; Product distribution; other catalysts and modifier; variation of condition: selectivity;
1,2-dichloro-1,2,2-trifluoro-1-iodoethane
354-61-0

1,2-dichloro-1,2,2-trifluoro-1-iodoethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With zinc In dichloromethane; ethyl acetate at 0 - 20℃; for 2h;93%
With hexaethylphosphoric triamide In benzonitrile ice-salt bath;92%
With 1,4-dioxane; zinc
With zinc In dichloromethane; acetic anhydride for 3h; Ambient temperature;
(2-chloro tetrafluoro ethyl) trichloro silane
374-48-1

(2-chloro tetrafluoro ethyl) trichloro silane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
In neat (no solvent) byproducts: SiFCl3, SiF2Cl2, SiFCl3; pyrolysis at 220°C, 15 hours;;90%
In neat (no solvent) byproducts: SiFCl3, SiF2Cl2, SiFCl3; pyrolysis at 220°C, 15 hours;;90%
at 220℃;
(2,2-dichloro trifluoro ethyl) trichloro silane
662-06-6

(2,2-dichloro trifluoro ethyl) trichloro silane

A

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

B

1,1-dichloro-1,2-difluoroethane
1842-05-3

1,1-dichloro-1,2-difluoroethane

Conditions
ConditionsYield
With sodium hydroxide; water hydrolysis at 25°C, 30 minutes;;A 13%
B 87%
With NaOH; H2O hydrolysis at 25°C, 30 minutes;;A 13%
B 87%
1-bromo-1,2-dichloro-1,2,2-trifluoro-ethane
2106-94-7

1-bromo-1,2-dichloro-1,2,2-trifluoro-ethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With hexaethylphosphoric triamide In benzonitrile other perhalogenated alkanes;80%
With hexaethylphosphoric triamide In benzonitrile ice-salt bath;80%
1,2-dibromo-1-chloro-1,2,2-trifluoroethane
354-51-8

1,2-dibromo-1-chloro-1,2,2-trifluoroethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With hexaethylphosphoric triamide In benzonitrile ice-salt bath;78%
1,2-dichloro-1,2,2-trifluoro-1-iodoethane
354-61-0

1,2-dichloro-1,2,2-trifluoro-1-iodoethane

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

A

1,1,1,2,3,3,3-Heptafluoropropane
431-89-0

1,1,1,2,3,3,3-Heptafluoropropane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

perfluoro(2,3-dimethylbutane)
354-96-1

perfluoro(2,3-dimethylbutane)

D

perfluoro-1,2,3,4-tetrachlorobutane
375-45-1

perfluoro-1,2,3,4-tetrachlorobutane

Conditions
ConditionsYield
With acetic anhydride; zinc In dichloromethane at 40℃;A n/a
B n/a
C 47%
D 47%
1,2-dichloro-1,2,2-trifluoro-1-iodoethane
354-61-0

1,2-dichloro-1,2,2-trifluoro-1-iodoethane

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

A

1,1,1,2,3,3,3-Heptafluoropropane
431-89-0

1,1,1,2,3,3,3-Heptafluoropropane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

perfluoro(2,3-dimethylbutane)
354-96-1

perfluoro(2,3-dimethylbutane)

D

perfluoro-1,2,3,4-tetrachlorobutane
375-45-1

perfluoro-1,2,3,4-tetrachlorobutane

E

C5Cl2F10
1173181-83-3

C5Cl2F10

Conditions
ConditionsYield
With acetic anhydride; zinc In dichloromethane at 40℃;A n/a
B n/a
C 27%
D 28%
E 40%
With acetic anhydride; zinc In dichloromethane at 50℃;A n/a
B n/a
C 31%
D 32%
E 30%
xenon difluoride
13709-36-9

xenon difluoride

1-chlorodifluoroethenyldifluoroborane
726203-09-4

1-chlorodifluoroethenyldifluoroborane

A

Chloropentafluoroethane
76-15-3

Chloropentafluoroethane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

1-chloro-2,2-difluoroethenylxenon(II) tetrafluoroborate
726203-15-2

1-chloro-2,2-difluoroethenylxenon(II) tetrafluoroborate

D

boron trifluoride
7637-07-2

boron trifluoride

Conditions
ConditionsYield
In further solvent(s) soln. of CF2=CClBF2 in 1,1,1,3,3-pentafluoropropane cooled to -65°C and XeF2 added in small portions within 6 min; stirring stopped after2 h; mother liquor decanted; precipitate separated and dried in vacuum at -60°C;A n/a
B n/a
C 19%
D n/a
1,2-dichloro-1,2,2-trifluoroethane
354-23-4

1,2-dichloro-1,2,2-trifluoroethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 656.9 - 712.9℃; Thermodynamic data;
With potassium hydroxide at 25 - 50℃;
With sodium hydroxide at 25 - 50℃;
1,1-dichloro-1,2,2-trifluoroethane
812-04-4

1,1-dichloro-1,2,2-trifluoroethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 545℃;
at 545℃;
at 570℃;
trans-1,1,2,2,3,4-hexafluoro-3,4-dichlorocyclobutane
356-18-3, 3832-15-3, 3934-26-7

trans-1,1,2,2,3,4-hexafluoro-3,4-dichlorocyclobutane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 426 - 514℃; under 30 - 140 Torr; Rate constant; Dissoziation;
1,2-dichloro-1,2,2-trifluoroethane
354-23-4

1,2-dichloro-1,2,2-trifluoroethane

A

cis-1,2-dichloro-1,2-difluoroethene
311-81-9

cis-1,2-dichloro-1,2-difluoroethene

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
Product distribution; Rate constant; Irradiation; IR laser pulse irradiation;
Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

A

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

B

perfluoropropylene
116-15-4

perfluoropropylene

C

trifluoromethan
75-46-7

trifluoromethan

D

2-chloro-1,1,2,2-tetrafluoroethane
354-25-6

2-chloro-1,1,2,2-tetrafluoroethane

E

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

F

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
for 8.33333E-05h; Product distribution; Heating; varying temperatures;
1,1,1-trifluoro-2-chloroethane
75-88-7

1,1,1-trifluoro-2-chloroethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
Irradiation; radiation > 237 nm;
1,2-difluoro-1,2-dichloroethene
431-06-1

1,2-difluoro-1,2-dichloroethene

A

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

B

trans-1-chloro-2-fluoroethylene
2268-32-8

trans-1-chloro-2-fluoroethylene

C

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

D

(Z)-1,2-difluoro-ethene
1630-77-9

(Z)-1,2-difluoro-ethene

E

(E)-1,2-difluoroethene
1630-78-0

(E)-1,2-difluoroethene

F

cis-1,2-difluoro-1-chloroethene
2837-86-7

cis-1,2-difluoro-1-chloroethene

Conditions
ConditionsYield
Mechanism; Irradiation;
2-chloro-1,1,2,2-tetrafluoroethane
354-25-6

2-chloro-1,1,2,2-tetrafluoroethane

A

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

B

perfluoropropylene
116-15-4

perfluoropropylene

C

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 681.9℃; Kinetics; Mechanism; other temperatures, He-flow system; Arrhenius equation;
1,1,1-trifluoro-2,2-dichloroethane
306-83-2

1,1,1-trifluoro-2,2-dichloroethane

A

1-Chloro-2,2-difluoroethene
359-10-4

1-Chloro-2,2-difluoroethene

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

1,1,1,4,4,4-hexa-fluoro-2,2,3,3-tetrachlorobutane
375-34-8

1,1,1,4,4,4-hexa-fluoro-2,2,3,3-tetrachlorobutane

D

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

E

2,2,4-Trichloro-1,1,1,3,4,4-hexafluoro-butane

2,2,4-Trichloro-1,1,1,3,4,4-hexafluoro-butane

Conditions
ConditionsYield
With nitric oxide In neat (no solvent) at 23℃; under 1.2 - 23.8 Torr; Quantum yield; Rate constant; Mechanism; Irradiation;
1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

A

1,2-dichloro-1,2,2-trifluoroethane
354-23-4

1,2-dichloro-1,2,2-trifluoroethane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With potassium hydroxide at 25℃; electrolysis; Yield given;
With propane at 475℃; for 0.000833333h; Gas phase;
1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

A

methane
34557-54-5

methane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

C

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
With hydrogen; nickel(II) oxide; chromium(III) oxide at 400℃; for 0.25h; Mechanism; var. temp. and catalysts;
1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

A

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

B

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
With hydrogen; nickel(II) oxide; chromium(III) oxide In gas at 350℃; Product distribution; other catalysts, other temperature;
With hydrogen at 550℃; for 0.000833333h; Gas phase;
1,2-dichloro-1,2,2-trifluoro-1-iodoethane
354-61-0

1,2-dichloro-1,2,2-trifluoro-1-iodoethane

A

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

B

perfluoro-1,2,3,4-tetrachlorobutane
375-45-1

perfluoro-1,2,3,4-tetrachlorobutane

C

1,2,3,5,6-pentachloro-1,1,2,3,4,4,5,6,6-nonafluoro-hexane
56949-85-0

1,2,3,5,6-pentachloro-1,1,2,3,4,4,5,6,6-nonafluoro-hexane

D

1,2,3,5,7,8-Hexachloro-1,1,2,3,4,4,5,6,6,7,8,8-dodecafluoro-octane

1,2,3,5,7,8-Hexachloro-1,1,2,3,4,4,5,6,6,7,8,8-dodecafluoro-octane

Conditions
ConditionsYield
With cadmium In acetonitrile for 1h; Ambient temperature;A 60 % Chromat.
B 21 % Chromat.
C 10 % Chromat.
D 3 % Chromat.
1-chloro-1,1,2,2,3,3-hexafluoropropane
422-55-9

1-chloro-1,1,2,2,3,3-hexafluoropropane

A

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

B

perfluoropropylene
116-15-4

perfluoropropylene

C

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 722.9℃; Kinetics; Mechanism; other temperatures, He-flow system; Arrhenius equation;
In various solvent(s) at 800℃; for 8.61111E-05h; Product distribution; Mechanism; flow pyrolysis, oth. temperature, oth. time;A 75.54 % Chromat.
B 4.14 % Chromat.
C 3.58 % Chromat.
3-chloro-3-(trifluoromethyl)diazirine
58911-30-1

3-chloro-3-(trifluoromethyl)diazirine

A

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

1,1,1-trifluoro-2-chloroethane

B

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
Irradiation;
Irradiation; radiation > 300 nm;
1,1,2-Trifluoro-2-chloro-1,2-diiodoethane
421-79-4

1,1,2-Trifluoro-2-chloro-1,2-diiodoethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
With iodine for 288h; Equilibrium constant; Irradiation; various kind of irradiation, variousd times and mole ratio;
1,1,1-trifluoro-2-bromo-2-chloroethane
151-67-7

1,1,1-trifluoro-2-bromo-2-chloroethane

A

1,1,1-trifluoro-2,2-dichloroethane
306-83-2

1,1,1-trifluoro-2,2-dichloroethane

B

1,2-dibromo-1,1,2,2-tetrafluoroethane
124-73-2

1,2-dibromo-1,1,2,2-tetrafluoroethane

C

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

D

1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

Conditions
ConditionsYield
under 7.6 Torr; Product distribution; Irradiation; var. pressure;
1,2-dichloro-1,2,2-trifluoroethane
354-23-4

1,2-dichloro-1,2,2-trifluoroethane

aqueous KOH-solution

aqueous KOH-solution

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

hydrogen

hydrogen

nickel /barium phosphate

nickel /barium phosphate

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Conditions
ConditionsYield
at 450℃;
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1,1,2-Trifluoro-2-chloro-1,2-diiodoethane
421-79-4

1,1,2-Trifluoro-2-chloro-1,2-diiodoethane

Conditions
ConditionsYield
With iodine Ambient temperature; Irradiation;100%
With benzophenone; iodine at -80℃;95%
With iodine In dichloromethane at 28 - 30℃; for 6h;42%
With iodine
With iodine at 55℃; Irradiation; Yield given;
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

dimethyl 7,12-diiodo-3,8,13,17-tetramethylporphyrin-2,18-dipropionate
123411-35-8

dimethyl 7,12-diiodo-3,8,13,17-tetramethylporphyrin-2,18-dipropionate

3,8-Bis(trifluorovinyl)deuteroporphyrin dimethyl ester

3,8-Bis(trifluorovinyl)deuteroporphyrin dimethyl ester

Conditions
ConditionsYield
Stage #1: Chlorotrifluoroethylene With sec.-butyllithium; zinc(II) chloride In diethyl ether; cyclohexane at -60 - 20℃; Metallation;
Stage #2: dimethyl 7,12-diiodo-3,8,13,17-tetramethylporphyrin-2,18-dipropionate; tetrakis(triphenylphosphine) palladium(0) In diethyl ether; dichloromethane; cyclohexane at 20℃; for 40h; Coupling reaction;
Stage #3: With sulfuric acid In various solvents at 20℃; for 1h; Substitution; Demetallation;
100%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1-(2-chloro-1,1,2-trifluoroethoxy)-4-methoxybenzene
97675-21-3

1-(2-chloro-1,1,2-trifluoroethoxy)-4-methoxybenzene

Conditions
ConditionsYield
With caesium carbonate In tetrahydrofuran Reagent/catalyst; regiospecific reaction;99%
With sodium hydride 1.) THF; 2.) reflux; Multistep reaction;
2,2,3,3-tetrafluoropropanol
76-37-9

2,2,3,3-tetrafluoropropanol

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

3-(2-Chloro-1,1,2-trifluoro-ethoxy)-1,1,2,2-tetrafluoro-propane
65064-83-7

3-(2-Chloro-1,1,2-trifluoro-ethoxy)-1,1,2,2-tetrafluoro-propane

Conditions
ConditionsYield
With potassium hydroxide In water at 75 - 85℃; under 3000.3 Torr; Inert atmosphere; Autoclave;98%
With potassium hydroxide In N,N-dimethyl-formamide
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

perfluoro-(2,4,4,7,7,9-hexamethyl-3,8-dioxa-2,5,6,9-tetra-azadec-5-ene)
74770-45-9

perfluoro-(2,4,4,7,7,9-hexamethyl-3,8-dioxa-2,5,6,9-tetra-azadec-5-ene)

A

perfuoro-(2,9-dimethyl-4,5,7-trichloro-2,9-diazadecane)
141520-94-7

perfuoro-(2,9-dimethyl-4,5,7-trichloro-2,9-diazadecane)

B

Hexafluoroacetone
684-16-2

Hexafluoroacetone

Conditions
ConditionsYield
at 140℃; for 1h;A 31%
B 98%
at 140℃; for 1h; Product distribution;A 31%
B 98%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

(-)-α-methylbenzylamine
2627-86-3

(-)-α-methylbenzylamine

N-α-Methylbenzyl-α-chloro-α-fluoroacetimidyl fluoride
96233-01-1

N-α-Methylbenzyl-α-chloro-α-fluoroacetimidyl fluoride

Conditions
ConditionsYield
In diethyl ether 1.) 1 h, 60 deg C, 2.) 12 h, 20 deg C;96%
tetrachloromethane
56-23-5

tetrachloromethane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

pentachloro-1,2,2-trifluoro-propane
2354-06-5

pentachloro-1,2,2-trifluoro-propane

Conditions
ConditionsYield
With copper dichloride In acetonitrile at 127℃; for 15h;95%
With aluminium trichloride
With 2-hydroxy-2-phenylacetophenone; CuCl2*4H2O In acetonitrile at 150℃;
4-bromo-phenol
106-41-2

4-bromo-phenol

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene
403-60-1

1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene

Conditions
ConditionsYield
With caesium carbonate In tetrahydrofuran regiospecific reaction;95%
With potassium hydroxide In acetone at 25℃; for 5h;51%
With potassium hydroxide; acetone
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1,2-dibromo-1-chloro-1,2,2-trifluoroethane
354-51-8

1,2-dibromo-1-chloro-1,2,2-trifluoroethane

Conditions
ConditionsYield
With bromine at 0℃;95%
With benzophenone; bromine at -80℃;95%
With benzophenone91%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Phenylselenyl bromide
34837-55-3

Phenylselenyl bromide

1-chloro-2-bromo-1,2,2-trifluoroethyl phenyl selenide
114953-62-7

1-chloro-2-bromo-1,2,2-trifluoroethyl phenyl selenide

Conditions
ConditionsYield
In acetonitrile at 60℃; for 15h; in a tube;95%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1-benzyl-3-hydroxy-1H-indazole
2215-63-6

1-benzyl-3-hydroxy-1H-indazole

1-benzyl-3-(2-chloro-1,1,2-trifluoroethoxy)-1H-indazole
1300727-54-1

1-benzyl-3-(2-chloro-1,1,2-trifluoroethoxy)-1H-indazole

Conditions
ConditionsYield
Stage #1: 1-benzyl-3-hydroxy-1H-indazole With potassium In N,N-dimethyl-formamide at 20℃; for 4h;
Stage #2: Chlorotrifluoroethylene In N,N-dimethyl-formamide at 115℃;
95%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

1-(1,1-dimethylethyl)-4-(1,2,2-trifluoroethenyl)benzene

1-(1,1-dimethylethyl)-4-(1,2,2-trifluoroethenyl)benzene

Conditions
ConditionsYield
With potassium phosphate; tri-tert-butylphosphonium tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0) In water; N,N-dimethyl-formamide; toluene at 80℃; for 2h; Schlenk technique; Inert atmosphere;94%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 2h; Suzuki-Miyaura coupling; Inert atmosphere;87%
With [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride; cesium fluoride In 1,4-dioxane; water at -196 - 100℃; for 1h; Inert atmosphere;84%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Chloropentafluoroethane
76-15-3

Chloropentafluoroethane

Conditions
ConditionsYield
With xenon difluoride; silicon tetrafluoride at 20℃; for 4h; Fluorination;93%
With sulfur tetrafluoride; lead dioxide at 100℃; for 2h;
With antimony pentafluoride at 95℃; under 500 - 700 Torr;
chlorotripropylsilane
995-25-5

chlorotripropylsilane

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

trifluorovinyltripropylsilane
93629-26-6

trifluorovinyltripropylsilane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane; pentane 1.) -130 deg C; 2.) up to RT, 3.5 h;93%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

benzyl(chloro)dimethylsilane
1833-31-4

benzyl(chloro)dimethylsilane

benzyl(trifluorovinyl)dimethylsilane
93629-28-8

benzyl(trifluorovinyl)dimethylsilane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane; pentane 1.) -130 deg C; 2.) up to RT, 8 h;93%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

(2-chloro-1,1,2-trifluoroethyl)(4-nitrophenyl)sulfane
659-27-8

(2-chloro-1,1,2-trifluoroethyl)(4-nitrophenyl)sulfane

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 40℃; under 2660.18 Torr; for 6h; Inert atmosphere;93%
With potassium hydroxide In ethanol
ClNSF2
13816-65-4

ClNSF2

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Cl2CFCF2NSF2
30884-99-2

Cl2CFCF2NSF2

Conditions
ConditionsYield
Irradiation (UV/VIS); irradiation with Philips 500-W SPEC D8 lamp, distance 30-50 cm, 20°C, 40 h;93%
Irradiation (UV/VIS); irradiation with Philips 500-W SPEC D8 lamp, distance 30-50 cm, 20°C, 40 h;93%
Phenylselenyl chloride
5707-04-0

Phenylselenyl chloride

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1,2-dichloro-1,2,2-trifluoroethyl phenyl selenide
114953-61-6

1,2-dichloro-1,2,2-trifluoroethyl phenyl selenide

Conditions
ConditionsYield
In acetonitrile at 60℃; for 15h; in a tube;92%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

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

N-bromobis(trifluoromethyl)amine

bis(trifluoromethyl)-2-chloro-2-bromotrifluoroethylamine
4905-97-9

bis(trifluoromethyl)-2-chloro-2-bromotrifluoroethylamine

Conditions
ConditionsYield
25°C, 24 h, 100°C, 24 h in dark;92%
25°C, 24 h, 100°C, 24 h in dark;92%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

4-tolyl thiocyanate
5285-74-5

4-tolyl thiocyanate

(2-azido-1-chloro-1,2,2-trifluoroethyl)(p-tolyl)sulfane

(2-azido-1-chloro-1,2,2-trifluoroethyl)(p-tolyl)sulfane

Conditions
ConditionsYield
With copper(l) iodide; sodium azide; 1,10-Phenanthroline In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 12h; Autoclave; Inert atmosphere;92%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

3-formyl-4-methoxyphenylboronic acid

3-formyl-4-methoxyphenylboronic acid

2-methoxy-5-(trifluorovinyl)benzaldehyde

2-methoxy-5-(trifluorovinyl)benzaldehyde

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at -196 - 100℃; for 2h; Inert atmosphere;92%
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1,1,2-Trichloro-1,2,2-trifluoroethane
76-13-1

1,1,2-Trichloro-1,2,2-trifluoroethane

Conditions
ConditionsYield
With benzophenone; chlorine at -80℃;92%
vinylene carbonate
872-36-6

vinylene carbonate

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

polymer, Mn = 2300 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

polymer, Mn = 2300 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

Conditions
ConditionsYield
With tert-butyl peroxypivalate In ethyl acetate at 80℃; for 4h;91.6%
vinylene carbonate
872-36-6

vinylene carbonate

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

polymer, Mn = 4250 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

polymer, Mn = 4250 g/mol, PDI = 2.3; monomer(s): chlorotrifluoroethylene; vinylene carbonate

Conditions
ConditionsYield
With tert-butyl peroxypivalate In acetic acid methyl ester at 80℃; for 4h;91.6%
vinyl acetate
108-05-4

vinyl acetate

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

poly[chlorotrifluoroethylene-co-(vinyl acetate)], fluoromonomer in copolymer: 20.5 mol percent (NMR), 25.6 mol percent (elemental analysis), Mw: 282 kg/mol, Mn: 119 kg/mol, PDI: 2.37, Tg: 48 deg C; monomer(s): chlorotrifluoroethylene; vinyl acetate

poly[chlorotrifluoroethylene-co-(vinyl acetate)], fluoromonomer in copolymer: 20.5 mol percent (NMR), 25.6 mol percent (elemental analysis), Mw: 282 kg/mol, Mn: 119 kg/mol, PDI: 2.37, Tg: 48 deg C; monomer(s): chlorotrifluoroethylene; vinyl acetate

Conditions
ConditionsYield
With Peroxydikohlensaeure-diethylester In carbon dioxide at 45℃; under 150012 - 172514 Torr; for 24h;91%
2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

1-(2-Chloro-1,1,2-trifluoroethyl)-2-methylbenzimidazole
13616-04-1

1-(2-Chloro-1,1,2-trifluoroethyl)-2-methylbenzimidazole

Conditions
ConditionsYield
With potassium hydroxide In acetone for 1.3h;90%
With potassium fluoride In acetone for 89h;62%

79-38-9Relevant articles and documents

Tyerman, W. J. R.

, p. 1188 - 1198 (1969)

Gas phase process for chlorotrifluoroethylene

-

Page/Page column 12; 17, (2020/07/15)

Disclosed are processes for the dechlorination of haloethanes comprising reacting in the gaseous phase a haloethane and reducing agent such as an alkene, an alkane, hydrogen or combinations of two or more of these, in the presence of a silicon-based catalyst.

Novel green chlorotrifluoroethylene preparation method

-

Paragraph 0022; 0023, (2017/03/17)

A process for preparing trifluorochloroethylene including: in a multi-tubular reactor, hydrogenation reacting 1,1,2-trifluoro-1,2,2-trichloroethane directly with a catalyst potassium zinc trihydride to obtain trifluorochloroethylene, wherein the catalytic reaction is performed at a temperature of 250-350° C. and a pressure of 0.7-1.0 MPa for 10-20 seconds. The conventional process in which zinc powder is used for dechlorination or hydrogen is used for dechlorination through hydrogenation with the action of a noble metal catalyst is avoided in the process disclosed herein. The present process substantially reduces the production cost of trifluorochloroethylene, and substantially increases the product yield, which can be up to 99% or more.

PROCESS FOR PRODUCING CHLOROTRIFLUOROETHYLENE

-

Page/Page column 11; 12, (2016/03/19)

The present invention relates, at least in part, to a process for making chlorotrifluoroethylene (CFO-1113) from 1,2-dichloro-1,1,2-trifluoroethane (HCFC-123a). In certain aspects, the process includes dehydrochlorinating 1,2-dichloro-1,1,2-trifluoroethane (HCFC-123a) in the presence of a catalyst selected from the group consisting of (i) one or more metal halides; (ii) one or more halogenated metal oxides; (iii) one or more zero-valent metals or metal alloys; (iv) combinations thereof.

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