Conditions | Yield |
---|---|
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
A
1,2-dichloro-1,2,2-trifluoroethane
B
Chlorotrifluoroethylene
C
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
A
Chlorotrifluoroethylene
B
1,1-dichloro-1,2-difluoroethane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With hexaethylphosphoric triamide In benzonitrile other perhalogenated alkanes; | 80% |
With hexaethylphosphoric triamide In benzonitrile ice-salt bath; | 80% |
Conditions | Yield |
---|---|
With hexaethylphosphoric triamide In benzonitrile ice-salt bath; | 78% |
1,2-dichloro-1,2,2-trifluoro-1-iodoethane
perfluoroisopropyl iodide
A
1,1,1,2,3,3,3-Heptafluoropropane
B
Chlorotrifluoroethylene
C
perfluoro(2,3-dimethylbutane)
D
perfluoro-1,2,3,4-tetrachlorobutane
Conditions | Yield |
---|---|
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
perfluoroisopropyl iodide
A
1,1,1,2,3,3,3-Heptafluoropropane
B
Chlorotrifluoroethylene
C
perfluoro(2,3-dimethylbutane)
D
perfluoro-1,2,3,4-tetrachlorobutane
E
C5Cl2F10
Conditions | Yield |
---|---|
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
1-chlorodifluoroethenyldifluoroborane
A
Chloropentafluoroethane
B
Chlorotrifluoroethylene
C
1-chloro-2,2-difluoroethenylxenon(II) tetrafluoroborate
D
boron trifluoride
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
at 656.9 - 712.9℃; Thermodynamic data; | |
With potassium hydroxide at 25 - 50℃; | |
With sodium hydroxide at 25 - 50℃; |
Conditions | Yield |
---|---|
at 545℃; | |
at 545℃; | |
at 570℃; |
trans-1,1,2,2,3,4-hexafluoro-3,4-dichlorocyclobutane
Chlorotrifluoroethylene
Conditions | Yield |
---|---|
at 426 - 514℃; under 30 - 140 Torr; Rate constant; Dissoziation; |
1,2-dichloro-1,2,2-trifluoroethane
A
cis-1,2-dichloro-1,2-difluoroethene
B
Chlorotrifluoroethylene
C
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
Product distribution; Rate constant; Irradiation; IR laser pulse irradiation; |
Chlorodifluoromethane
A
polytetrafluoroethylene
B
perfluoropropylene
C
trifluoromethan
D
2-chloro-1,1,2,2-tetrafluoroethane
E
Chlorotrifluoroethylene
F
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
for 8.33333E-05h; Product distribution; Heating; varying temperatures; |
Conditions | Yield |
---|---|
Irradiation; radiation > 237 nm; |
1,2-difluoro-1,2-dichloroethene
A
polytetrafluoroethylene
B
trans-1-chloro-2-fluoroethylene
C
Chlorotrifluoroethylene
D
(Z)-1,2-difluoro-ethene
E
(E)-1,2-difluoroethene
F
cis-1,2-difluoro-1-chloroethene
Conditions | Yield |
---|---|
Mechanism; Irradiation; |
2-chloro-1,1,2,2-tetrafluoroethane
A
polytetrafluoroethylene
B
perfluoropropylene
C
Chlorotrifluoroethylene
Conditions | Yield |
---|---|
at 681.9℃; Kinetics; Mechanism; other temperatures, He-flow system; Arrhenius equation; |
1,1,1-trifluoro-2,2-dichloroethane
A
1-Chloro-2,2-difluoroethene
B
Chlorotrifluoroethylene
C
1,1,1,4,4,4-hexa-fluoro-2,2,3,3-tetrachlorobutane
D
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
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
A
1,2-dichloro-1,2,2-trifluoroethane
B
Chlorotrifluoroethylene
Conditions | Yield |
---|---|
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
A
methane
B
Chlorotrifluoroethylene
C
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
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
A
Chlorotrifluoroethylene
B
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
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
A
Chlorotrifluoroethylene
B
perfluoro-1,2,3,4-tetrachlorobutane
C
1,2,3,5,6-pentachloro-1,1,2,3,4,4,5,6,6-nonafluoro-hexane
Conditions | Yield |
---|---|
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
A
polytetrafluoroethylene
B
perfluoropropylene
C
Chlorotrifluoroethylene
Conditions | Yield |
---|---|
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
A
1,1,1-trifluoro-2-chloroethane
B
Chlorotrifluoroethylene
Conditions | Yield |
---|---|
Irradiation; | |
Irradiation; radiation > 300 nm; |
Conditions | Yield |
---|---|
With iodine for 288h; Equilibrium constant; Irradiation; various kind of irradiation, variousd times and mole ratio; |
1,1,1-trifluoro-2-bromo-2-chloroethane
A
1,1,1-trifluoro-2,2-dichloroethane
B
1,2-dibromo-1,1,2,2-tetrafluoroethane
C
Chlorotrifluoroethylene
D
1,1,2-trifluoroethylene
Conditions | Yield |
---|---|
under 7.6 Torr; Product distribution; Irradiation; var. pressure; |
Conditions | Yield |
---|---|
at 450℃; |
Conditions | Yield |
---|---|
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
dimethyl 7,12-diiodo-3,8,13,17-tetramethylporphyrin-2,18-dipropionate
Conditions | Yield |
---|---|
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
4-methoxy-phenol
1-(2-chloro-1,1,2-trifluoroethoxy)-4-methoxybenzene
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran Reagent/catalyst; regiospecific reaction; | 99% |
With sodium hydride 1.) THF; 2.) reflux; Multistep reaction; |
2,2,3,3-tetrafluoropropanol
Chlorotrifluoroethylene
3-(2-Chloro-1,1,2-trifluoro-ethoxy)-1,1,2,2-tetrafluoro-propane
Conditions | Yield |
---|---|
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
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)
B
Hexafluoroacetone
Conditions | Yield |
---|---|
at 140℃; for 1h; | A 31% B 98% |
at 140℃; for 1h; Product distribution; | A 31% B 98% |
Chlorotrifluoroethylene
(-)-α-methylbenzylamine
N-α-Methylbenzyl-α-chloro-α-fluoroacetimidyl fluoride
Conditions | Yield |
---|---|
In diethyl ether 1.) 1 h, 60 deg C, 2.) 12 h, 20 deg C; | 96% |
tetrachloromethane
Chlorotrifluoroethylene
pentachloro-1,2,2-trifluoro-propane
Conditions | Yield |
---|---|
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
Chlorotrifluoroethylene
1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran regiospecific reaction; | 95% |
With potassium hydroxide In acetone at 25℃; for 5h; | 51% |
With potassium hydroxide; acetone |
Conditions | Yield |
---|---|
With bromine at 0℃; | 95% |
With benzophenone; bromine at -80℃; | 95% |
With benzophenone | 91% |
Chlorotrifluoroethylene
Phenylselenyl bromide
1-chloro-2-bromo-1,2,2-trifluoroethyl phenyl selenide
Conditions | Yield |
---|---|
In acetonitrile at 60℃; for 15h; in a tube; | 95% |
Chlorotrifluoroethylene
1-benzyl-3-hydroxy-1H-indazole
1-benzyl-3-(2-chloro-1,1,2-trifluoroethoxy)-1H-indazole
Conditions | Yield |
---|---|
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
4-tert-butylphenylboronic acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
Chlorotrifluoroethylene
trifluorovinyltripropylsilane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane; pentane 1.) -130 deg C; 2.) up to RT, 3.5 h; | 93% |
Chlorotrifluoroethylene
benzyl(chloro)dimethylsilane
benzyl(trifluorovinyl)dimethylsilane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane; pentane 1.) -130 deg C; 2.) up to RT, 8 h; | 93% |
Chlorotrifluoroethylene
para-nitrobenzenethiol
(2-chloro-1,1,2-trifluoroethyl)(4-nitrophenyl)sulfane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 40℃; under 2660.18 Torr; for 6h; Inert atmosphere; | 93% |
With potassium hydroxide In ethanol |
Conditions | Yield |
---|---|
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
Chlorotrifluoroethylene
1,2-dichloro-1,2,2-trifluoroethyl phenyl selenide
Conditions | Yield |
---|---|
In acetonitrile at 60℃; for 15h; in a tube; | 92% |
Chlorotrifluoroethylene
N-bromobis(trifluoromethyl)amine
bis(trifluoromethyl)-2-chloro-2-bromotrifluoroethylamine
Conditions | Yield |
---|---|
25°C, 24 h, 100°C, 24 h in dark; | 92% |
25°C, 24 h, 100°C, 24 h in dark; | 92% |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at -196 - 100℃; for 2h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With benzophenone; chlorine at -80℃; | 92% |
Conditions | Yield |
---|---|
With tert-butyl peroxypivalate In ethyl acetate at 80℃; for 4h; | 91.6% |
Conditions | Yield |
---|---|
With tert-butyl peroxypivalate In acetic acid methyl ester at 80℃; for 4h; | 91.6% |
vinyl acetate
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
Conditions | Yield |
---|---|
With Peroxydikohlensaeure-diethylester In carbon dioxide at 45℃; under 150012 - 172514 Torr; for 24h; | 91% |
2-Methyl-1H-benzimidazole
Chlorotrifluoroethylene
1-(2-Chloro-1,1,2-trifluoroethyl)-2-methylbenzimidazole
Conditions | Yield |
---|---|
With potassium hydroxide In acetone for 1.3h; | 90% |
With potassium fluoride In acetone for 89h; | 62% |
Reported in EPA TSCA Inventory.
DOT Classification: 2.1; Label: Flammable Gas
The IUPAC name of Chlorotrifluoroethylene is 1-chloro-1,2,2-trifluoroethene. With the CAS registry number 79-38-9, it is also named as 1,1,2-Trifluoro-2-chloroethylene. The product's categorie is refrigerant. It is a colorless gas with a faint ethereal odor. And it is shipped as a liquefied gas under its vapor pressure. Additionally, Chlorotrifluoroethylene is highly toxic. And under prolonged exposure to intense heat or fire, the containers may violently rupture and rocket, or the material may polymerize with possible container rupture.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.16; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.16; (4)ACD/LogD (pH 7.4): 2.16; (5)ACD/BCF (pH 5.5): 25.96; (6)ACD/BCF (pH 7.4): 25.96; (7)ACD/KOC (pH 5.5): 358.05; (8)ACD/KOC (pH 7.4): 358.05; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)Index of Refraction: 1.32; (12)Molar Refractivity: 16.39 cm3; (13)Molar Volume: 82.4 cm3; (14)Polarizability: 6.5×10-24 cm3; (15)Surface Tension: 13.5 dyne/cm; (16)Enthalpy of Vaporization: 21.99 kJ/mol; (17)Vapour Pressure: 3940 mmHg at 25°C; (18)Exact Mass: 115.964062; (19)MonoIsotopic Mass: 115.964062; (20)Heavy Atom Count: 6; (21)Complexity: 72.9.
Preparation of Chlorotrifluoroethylene: It is derived from the dechlorination of trifluorotrichloroethane. Generally, using zinc powder as dechlorination agent and methanol as solvent. The reaction temperature is 50-150 °C, the reaction pressure is 2.08MPa, and the reaction time is 3-4s. Consumption of raw materials is fixed: trifluorotrichloroethane 1830 kg / t, methanol (> 95%) 1080kg / t, zinc (> 95%) 840kg / t.
Uses of Chlorotrifluoroethylene: It can be polymerised to produce the plastic ECTFE. And it is used as raw material of fluorine plastic, fluorine rubber, refrigerant, CFCs oil and halothane anesthetic. Additionally, it reacts methanol to get (2-chloro-1,1,2-trifluoro-ethyl)-methyl ether. This reaction needs reagent KOH-solution at temperature of -80 °C.
When you are using this chemical, please be cautious about it as the following:
It is extremely flammable, so people should keep it away from sources of ignition. And it is harmful by inhalation and if swallowed. Inhalation causes dizziness, nausea, vomiting; liver and kidney injury may develop after several hours and cause jaundice and necrosis of the kidney. In case of insufficient ventilation, wear suitable respiratory equipment.
People can use the following data to convert to the molecule structure.
1. SMILES:F/C(F)=C(/Cl)F
2. InChI:InChI=1/C2ClF3/c3-1(4)2(5)6
3. InChIKey:UUAGAQFQZIEFAH-UHFFFAOYAH
The following are the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LC50 | inhalation | 4300mg/m3/4H (4300mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LIVER: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 21(5), Pg. 36, 1977. |
mouse | LC50 | inhalation | 3000ppm/7H (3000ppm) | Acta Biologica et Medica Germanica. Vol. 21, Pg. 377, 1968. | |
mouse | LD50 | intraperitoneal | 175mg/kg (175mg/kg) | Acta Biologica et Medica Germanica. Vol. 21, Pg. 377, 1968. | |
mouse | LD50 | oral | 268mg/kg (268mg/kg) | Acta Biologica et Medica Germanica. Vol. 21, Pg. 377, 1968. | |
rat | LC50 | inhalation | 1000ppm/4H (1000ppm) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES | Fluorine Chemistry Reviews. Vol. 1, Pg. 197, 1967. |
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