Conditions | Yield |
---|---|
copper; cesium fluoride at 100℃; | 98% |
With fluorine; copper; cesium fluoride at 100℃; Gas phase; | 98% |
With fluorine; cesium fluoride at -196 - 22℃; for 5h; stainless steel cylinder; |
Conditions | Yield |
---|---|
rubidium fluoride equimolar amt. of educts, steel vessel, -78°C, yield: 97 mol-%; | 97% |
potassium fluoride equimolar amt. of educts, steel vessel, -78°C, yield: 97 mol-%; | 97% |
cesium fluoride equimolar amt. of educts, steel vessel, -78°C, yield: 97 mol-%; | 97% |
Carbonyl fluoride
fluorine
A
hypofluorous acid trifluoromethyl ester
B
bis(trifluoromethyl)peroxide
Conditions | Yield |
---|---|
yttrium(III) fluoride Kinetics; 150°C, 10 h; | A n/a B 95% |
bismuth(III) fluoride Kinetics; 150°C, 12 h; | A n/a B 95% |
terbium(III) fluoride Kinetics; 100°C, 30 h; | A n/a B 95% |
phosgene
hydrogen fluoride
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
Carbonyl fluoride
D
chlorotrifluoromethane
E
chlorine
Conditions | Yield |
---|---|
Electrochem. Process; water free HF, COCl2 dild. with He, 12-13°C, 7-8 V, current density: 1.7 A/dm2, electrolysis; | A 10% B 8% C 82% D <1 E <1 |
Conditions | Yield |
---|---|
silver(II) fluoride 160 to 180°C, in flow; | 70% |
carbon dioxide
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
Carbonyl fluoride
Conditions | Yield |
---|---|
With fluorine at 224.84℃; under 1140.11 Torr; for 50h; | A 51.5% B 1.5% C 6% |
With fluorine at 224.84℃; under 1140.11 Torr; for 72h; | A 32.1% B 4.6% C 11.1% |
Conditions | Yield |
---|---|
With silver(II) fluoride; copper; fluorine at 160 - 180℃; |
Bromotrifluoromethane
A
hypofluorous acid trifluoromethyl ester
B
Carbonyl fluoride
C
carbonyl bromide fluoride
D
trifluoromethan
E
trifluoromethanol
Conditions | Yield |
---|---|
With hydrogen; oxygen at 469℃; under 500 Torr; Thermodynamic data; Product distribution; E(act); further reaction times,; |
trifluoroketone
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
With F at 26.9℃; Rate constant; Irradiation; |
carbon monoxide
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
With fluorine; cesium fluoride | 66.0 g |
With fluorine Heating; | |
With aluminum oxide; nickel(II) fluoride; fluorine Heating; |
sodium 2,2,2-trifluoroacetate
A
hypofluorous acid trifluoromethyl ester
B
bis(fluoroxy)difluoromethane
C
pentafluoroethyl oxyfluoride
D
1,1-Difluoroxy-1,2,2,2-tetrafluorethan
Conditions | Yield |
---|---|
With fluorine at 0℃; Title compound not separated from byproducts; | A 60 % Spectr. B 5 % Spectr. C 28 % Spectr. D 7 % Spectr. |
With fluorine at 0℃; Title compound not separated from byproducts; | A 29.5 % Spectr. B 5.4 % Spectr. C 40.5 % Spectr. D 24.6 % Spectr. |
With fluorine at 0℃; Title compound not separated from byproducts; | A 29.5 % Spectr. B 5.4 % Spectr. C 40 % Spectr. D 24.6 % Spectr. |
With fluorine at 0℃; Product distribution; Mechanism; var. temperature; |
N,N-bis(trifluoromethyl)hydroxylamine
A
hypofluorous acid trifluoromethyl ester
B
trifluoronitrosomethane
C
difluoramino trifluoromethane
D
fluoro-bis-trifluoromethyl-amine
Conditions | Yield |
---|---|
With fluorine; cesium fluoride In trichlorofluoromethane at -78℃; for 24h; Fluorination; Further byproducts given; |
Conditions | Yield |
---|---|
at 160 - 180℃; Leiten ueber AgF2 auf Kupfer; |
Conditions | Yield |
---|---|
With silver(II) fluoride; copper; fluorine at 160 - 180℃; |
Bromotrifluoromethane
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
Carbonyl fluoride
Conditions | Yield |
---|---|
With carbon dioxide; oxygen at 500 - 800℃; Kinetics; Mechanism; |
A
hypofluorous acid trifluoromethyl ester
B
bis(fluoroxy)difluoromethane
C
Bis-(difluor-fluoroxy-methyl)-peroxid
Conditions | Yield |
---|---|
With potassium hydrogen bifluoride; fluorine at -196 - -78℃; for 6h; |
Carbonyl fluoride
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
bis(trifluoromethyl)peroxide
Conditions | Yield |
---|---|
In hydrogen fluoride Electrochem. Process; solvent: anhydrous HF, 7-8°C, dild. with He, total yield: 74 %,; |
hydrogen fluoride
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
Carbonyl fluoride
D
bis(trifluoromethyl) ether
E
bis(trifluoromethyl)peroxide
Conditions | Yield |
---|---|
byproducts: CO, CO2; Electrolysis; anhyd. HF, 7-8°C, 5.5-6 V, anodic current density: 2.2 A/dm2, gas mixture contains 40 vol.-% He,; | A n/a B n/a C n/a D <1 E n/a |
Carbonyl fluoride
cesium fluoride
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
In further solvent(s) solvent: CH3CN soln., -78°C; | >99 |
Carbonyl fluoride
fluorine
A
hypofluorous acid trifluoromethyl ester
B
carbon tetrafluoride
C
bis(trifluoromethyl)peroxide
Conditions | Yield |
---|---|
Kinetics; Irradiation (UV/VIS); photochemical react., molar ratio of COF2:F2=1:2-3, total pressure < 1 atm, quartz vessel, 35°C, Hg-vapour lamp; | A n/a B <1 C n/a |
potassium cyanate
fluorine
A
nitrogen trifluoride
B
hypofluorous acid trifluoromethyl ester
C
Carbonyl fluoride
Conditions | Yield |
---|---|
fluoronation; |
carbon monoxide
fluorine
A
hypofluorous acid trifluoromethyl ester
B
Carbonyl fluoride
C
bis(trifluoromethyl)peroxide
Conditions | Yield |
---|---|
copper 25-200°C, yield given at 25°C, Cu covered with Ag-fluoride, when it covered with CsF, no catalytic effect; | A n/a B >95 C n/a |
2,2,2-trifluoroacetamide
oxygen
fluorine
A
hypofluorous acid trifluoromethyl ester
B
Carbonyl fluoride
Conditions | Yield |
---|---|
byproducts: NF3,HF; At -6°C.; | |
byproducts: NF3,HF; At -6°C.; |
K(1+)*OCF2NF2(1-)=KOCF2NF2
fluorine
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
In acetonitrile byproducts: NF3; at -40°C; | |
byproducts: NF3; at -184°C; | |
In acetonitrile byproducts: NF3; at -40°C; | |
byproducts: NF3; at -184°C; |
fluoroformyliminosulfur difluoride
A
nitrogen trifluoride
B
hypofluorous acid trifluoromethyl ester
C
Carbonyl fluoride
D
sulfur tetrafluoride
Conditions | Yield |
---|---|
Electrochem. Process; electrochemical fluorination; | |
Electrochem. Process; electrochemical fluorination; |
carbon monoxide
A
hypofluorous acid trifluoromethyl ester
B
Carbonyl fluoride
Conditions | Yield |
---|---|
With fluorine at -18℃; Gas phase; Flow reactor; |
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
In trichlorofluoromethane at 0℃; Mechanism; homologs also investigated; | 100% |
In trichlorofluoromethane at 0℃; | 100% |
Trifluoromethylsulfenyl chloride
hypofluorous acid trifluoromethyl ester
trifluoro(trifluoromethyl)sulfur(IV)
Conditions | Yield |
---|---|
at -78°C, 0.5 h; | 100% |
at -78°C, 0.5 h; | 100% |
hypofluorous acid trifluoromethyl ester
carbon monoxide
Fluorameisensaeure-perfluormethylester
Conditions | Yield |
---|---|
at 170℃; for 4h; Reactor; | 99.8% |
With fluorine at 20℃; for 48h; | 18.4% |
1,1,2,2-tetrachloroethylene
hypofluorous acid trifluoromethyl ester
1,1,2,2-tetrachloro-1-fluoro-2-trifluoromethoxyethane
Conditions | Yield |
---|---|
at 40.6℃; | 99.5% |
at 160 - 195℃; under 750.075 Torr; for 31h; | 84.3% |
hypofluorous acid trifluoromethyl ester
1,2-dichloro-1,2-difluoroethene
1-trifluoromethoxy-1,2-dichlorotrifluoroethane
Conditions | Yield |
---|---|
In trichlorofluoromethane at -70℃; for 0.166667 - 4h; Product distribution / selectivity; | 98.4% |
In CFCl3 at -70℃; for 0.166667 - 4h; Product distribution / selectivity; | 98.4% |
at -70℃; Inert atmosphere; Flow reactor; | 97% |
at 140 - 170℃; under 5250.53 Torr; for 190h; | 87.23% |
hypofluorous acid trifluoromethyl ester
Perfluoro-2-azapropen
bis(trifluoromethyl)carbamoyl fluoride
Conditions | Yield |
---|---|
With cesium fluoride at -75 - 25℃; for 24h; Addition; | 95% |
hypofluorous acid trifluoromethyl ester
Bromotrifluoromethane
A
Carbonyl fluoride
B
carbonyl bromide fluoride
C
difluorobromoacetyl fluoride
Conditions | Yield |
---|---|
With oxygen at -0.15℃; for 0.166667h; gas-phase; | A n/a B n/a C 95% |
hypofluorous acid trifluoromethyl ester
carbon monoxide
perfluoro-4-methyl-2-pentene
A
bis(trifluoro)methyl carbonate
B
Fluorameisensaeure-perfluormethylester
Conditions | Yield |
---|---|
at -196 - 51℃; Reactor; | A n/a B 91.4% C n/a D n/a |
hypofluorous acid trifluoromethyl ester
Trichloroethylene
1-fluoro-2-trifluoromethyl-1,1,2-trichloroethane
Conditions | Yield |
---|---|
at 120 - 150℃; under 1725.17 Torr; for 24h; | 88.54% |
(2-methylaziridin-1-yl)(4-nitrophenyl)methanone
hypofluorous acid trifluoromethyl ester
p-nitrobenzoate de trifluoromethyle
Conditions | Yield |
---|---|
In trichlorofluoromethane at -40℃; | 87% |
hypofluorous acid trifluoromethyl ester
cis-2,3-diphenylaziridine
A
bis(cisdiphenyl-2,3 aziridine)-1,1' carbonyle
Conditions | Yield |
---|---|
In trichlorofluoromethane at -40℃; | A n/a B 5 % Spectr. C 87% |
hypofluorous acid trifluoromethyl ester
carbon monoxide
perfluoro-4-methyl-2-pentene
A
Fluorameisensaeure-perfluormethylester
Conditions | Yield |
---|---|
at -196 - 40℃; Reactor; | A 85.7% B n/a C n/a |
1,1,2,2-tetrachloroethylene
hypofluorous acid trifluoromethyl ester
A
CFC-112a
B
dichloro-fluoro-acetyl chloride
C
1,1,2,2-tetrachloro-1-fluoro-2-trifluoromethoxyethane
D
Trichloroacetyl chloride
Conditions | Yield |
---|---|
With oxygen at 40.9℃; under 420.8 Torr; for 1.97833h; Product distribution; Mechanism; Rate constant; var. of partial pressure, temp.; | A n/a B n/a C n/a D 85% E n/a F n/a |
β-ethoxy-4-isobutyl-α-methyl-β-(trimethylsiloxy)-styrene
hypofluorous acid trifluoromethyl ester
ethyl 2-fluoro-2-(4-isobutylphenyl)propanoate
Conditions | Yield |
---|---|
In CFCl3 | 85% |
hypofluorous acid trifluoromethyl ester
ethene
Trifluoromethyl 2-fluoroethyl ether
Conditions | Yield |
---|---|
for 20h; -111 deg C to 20 deg C; | 83% |
under 280 Torr; UV-Licht.Irradiation; | |
With nitrogen Irradiation.mit UV-Licht; |
hypofluorous acid trifluoromethyl ester
Vinylidene fluoride
2,2,2-trifluoroethyl trifluoromethyl ether
Conditions | Yield |
---|---|
for 20h; -111 deg C to 20 deg C; | 83% |
Product distribution / selectivity; |
hypofluorous acid trifluoromethyl ester
cis-2,3-diphenylaziridine
bis(cisdiphenyl-2,3 aziridine)-1,1' carbonyle
Conditions | Yield |
---|---|
In trichlorofluoromethane | 83% |
hypofluorous acid trifluoromethyl ester
(1-ethoxy-2-phenylvinyloxy)trimethylsilane
fluoro-phenyl-acetic acid ethyl ester
Conditions | Yield |
---|---|
In CFCl3 | 77% |
Conditions | Yield |
---|---|
In trichlorofluoromethane at -40℃; | 76% |
hypofluorous acid trifluoromethyl ester
Vinylidene fluoride
A
2,2,2-trifluoroethyl trifluoromethyl ether
B
1,1,2-trifluoro-1-(trifluoromethoxy)ethane
Conditions | Yield |
---|---|
In trichlorofluoromethane at -160 - 22℃; for 20h; Yields of byproduct given. Title compound not separated from byproducts; | A 76% B n/a |
In trichlorofluoromethane at -160 - 22℃; for 20h; Product distribution; various temperatures, olefins, solvents and times; | A 97.5 % Spectr. B 2 % Spectr. |
hypofluorous acid trifluoromethyl ester
2,4,5-Trichlorophenoxyacetic acid
2-fluoro-2-(2,4,5-trichlorophenoxy)acetic acid
Conditions | Yield |
---|---|
With n-butyllithium; chloro-trimethyl-silane; diisopropylamine In tetrahydrofuran; hexane; trichlorofluoromethane; water | 76% |
hypofluorous acid trifluoromethyl ester
1,1-Dichloroethylene
1,1-Dichloro-1-fluoro-2-trifluoromethoxy-ethane
Conditions | Yield |
---|---|
In trichlorofluoromethane at -150 - 22℃; for 20h; | 75% |
hypofluorous acid trifluoromethyl ester
(Z)-((1,2-diphenylvinyl)oxy)trimethylsilane
2-fluoro-1,2-diphenylethanone
Conditions | Yield |
---|---|
In chlorotrifluoromethane | 72% |
polytetrafluoroethylene
hypofluorous acid trifluoromethyl ester
pentafluoroethyl trifluoromethyl ether
Conditions | Yield |
---|---|
Stage #1: polytetrafluoroethylene at -90℃; for 0.5h; Inert atmosphere; Stage #2: hypofluorous acid trifluoromethyl ester With potassium hydroxide at -85℃; under 760.051 Torr; for 2h; Temperature; Inert atmosphere; | 71.9% |
With PFPE Galden(R) LS155 for 1h; |
hypofluorous acid trifluoromethyl ester
Conditions | Yield |
---|---|
In trichlorofluoromethane at -40℃; | 71% |
hypofluorous acid trifluoromethyl ester
1-<(benzylidene)amino>adamantane
1-difluoroaminoadamantane
Conditions | Yield |
---|---|
In hexane; chloroform | 71% |
Product Name: Trifluoromethyl hypofluorite (CAS NO.373-91-1)
Molecular Formula: CF4O
Molecular Weight: 104g/mol
Mol File: 373-91-1.mol
Einecs: 206-772-7
Melting Point: -213°C
Boiling point: -95°C
Density: 1.419 g/cm3
Surface Tension: 8.4 dyne/cm
Enthalpy of Vaporization: 19.76 kJ/mol
Vapour Pressure: 9460 mmHg at 25°C
XLogP3-AA: 1.8
H-Bond Donor: 0
H-Bond Acceptor: 5
A powerful oxidant. Explodes on contact with acetylene, cyclopropane, ethylene, hydrogen-containing solvents, polymers, and rubber. Solutions in benzene are spark- and UV light-sensitive explosives. Reacts with pyridine to form an explosive product. When heated to decomposition it emits toxic fumes of F−. See also FLUORIDES and HYPOCHLORITES.
Safety Information of Trifluoromethyl hypofluorite (CAS NO.373-91-1):
Risk Statements: 8-23-34
8: Contact with combustible material may cause fire
23: Toxic by inhalation
34: Causes burns
Safety Statements: 17-26-38-45
17: Keep away from combustible material
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
38: In case of insufficient ventilation, wear suitable respiratory equipment
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Trifluoromethyl hypofluorite ,its CAS NO. is 373-91-1,the synonyms is Hypofluorous acid, trifluoromethyl ester ; (Trifluoromethoxy) fluoride ; Trifluoro(fluorooxy)methane ; Trifluoromethoxy fluoride .
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