Analytical Methods:
For occupational chemical analysis use NIOSH: see Bromotrifluoromethane, 1017.
Conditions | Yield |
---|---|
With bromine byproducts: phophorus bromide; 280°C (48 h); | 94% |
Conditions | Yield |
---|---|
With bromine(I) fluorosulfate for 2h; Ambient temperature; | 88% |
With bromine; pyrographite at 540℃; |
polytetrafluoroethylene
Bromine(I) trifluoromethanesulfonate
A
Bromotrifluoromethane
B
trifluoromethyl trifluoromethanesulfonate
C
Trifluoro-methanesulfonic acid 2-bromo-1,1,2,2-tetrafluoro-ethyl ester
Conditions | Yield |
---|---|
at -111 - -55℃; for 10h; | A n/a B n/a C 83% |
Conditions | Yield |
---|---|
With bromine; aluminum(III) fluoride; CoCl2 + PdCl2; nickel dichloride at 456.9℃; for 0.00277778h; | A 76.4% B n/a |
With bromine Product distribution; Heating; optimization in dependence on temperature and catalysts: KF, CaCl2, NaF, CuCl2, KBr, FeCl3, TiCl2, CoCl2, CrCl3, NiCl2 on activated charcoal or AlF3; |
trifluoroacetyl fluoride
A
Bromotrifluoromethane
B
trifluoroacetyl bromide
Conditions | Yield |
---|---|
With lithium bromide at 330℃; for 5h; | A 31% B 65% |
1,1'-dichloro-2,2'-difluoroethene
C4BrF9O
A
Bromotrifluoromethane
B
Hexafluoroacetone
Conditions | Yield |
---|---|
at -88 - 25℃; for 12h; Yields of byproduct given. Title compound not separated from byproducts; | A n/a B n/a C 37% D n/a |
at -83 - 24℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
2,2,2-trifluoroacetamide
A
Bromotrifluoromethane
B
sodium 2,2,2-trifluoroacetate
Conditions | Yield |
---|---|
In alcaline soln. at 0°C.; | A 34% B n/a |
In alcaline soln. at 0°C.; | A 34% B n/a |
polytetrafluoroethylene
C4BrF9O
A
Bromotrifluoromethane
B
Hexafluoroacetone
Conditions | Yield |
---|---|
at -85 - 25℃; for 12h; Yields of byproduct given. Title compound not separated from byproducts; | A n/a B n/a C 33% |
Conditions | Yield |
---|---|
In alcaline soln. at 60-70°C.; | 11% |
In alcaline soln. at 60-70°C.; | 11% |
In water formation on heating;; | |
In water formation on heating;; |
Conditions | Yield |
---|---|
With bromine at 850℃; |
Conditions | Yield |
---|---|
With bromine; KBr/C; iron(III) chloride at 450℃; for 5h; Product distribution; var. catalysts and temp.; | 71 % Chromat. |
With bromine at 699.9℃; Kinetics; Mechanism; various conc. and ratio of reactants; temperature; | |
With bromine at 500 - 600℃; | |
With bromine; chlorine at 450℃; | |
With bromine at 600℃; in einem mit Pyrexglasringen gefuellten Rohr; |
Conditions | Yield |
---|---|
With aluminium fluoride oxide-nickel halide; hydrogen fluoride at 350 - 500℃; |
Conditions | Yield |
---|---|
With aluminium fluoride oxide-nickel halide; hydrogen fluoride at 300 - 500℃; | |
With chromium(III) oxyfluoride; hydrogen fluoride at 300℃; | |
With bromine; antimony(III) fluoride at 200℃; | |
With bromine; titanium(IV) fluoride at 120℃; | |
With bromine trifluoride at 0℃; |
Conditions | Yield |
---|---|
With bromine at 900 - 925℃; | |
With bromine Irradiation; |
Conditions | Yield |
---|---|
With sodium hypobromide; water |
Conditions | Yield |
---|---|
With hydrogen fluoride; mercury(II) oxide |
Conditions | Yield |
---|---|
With sodium hydroxide | |
With sodium hydroxide Boiling for 5h.; | |
With NaOH Boiling for 5h.; |
Conditions | Yield |
---|---|
With bromine at 65 - 130℃; |
Conditions | Yield |
---|---|
With bromine; pyrographite at 300℃; |
1,1,1,2,2-pentafluoroethane
A
bromodifluoromethane
B
Bromotrifluoromethane
C
dibromodifluoromethane
D
1,2-dibromo-1,1,2,2-tetrafluoroethane
Conditions | Yield |
---|---|
With bromine under 20 Torr; Product distribution; Mechanism; Irradiation; variation of laser pulse energy; |
HFC-227ca
A
bromodifluoromethane
B
1,2-dibromohexafluoropropane
C
Bromotrifluoromethane
D
dibromodifluoromethane
E
1-bromo-1,1,2,2-tetrafluoro-ethane
F
bromopentafluoroethane
Conditions | Yield |
---|---|
With bromine under 0.05 Torr; Rate constant; Product distribution; Irradiation; Infrared multiphoton dissociation with Br2 as a scavenger.; |
Conditions | Yield |
---|---|
With bromine; sulphur hexafluoride Irradiation; |
Conditions | Yield |
---|---|
at 450 - 500℃; other substrates; |
Conditions | Yield |
---|---|
With bromine; chlorine at 391.9℃; Kinetics; var. reaction time, var. concentrations of the initial reactants; |
bromodifluoromethane
A
carbon tetrafluoride
B
Carbonyl fluoride
C
Bromotrifluoromethane
D
Bis-trifluormethyl-trioxid
Conditions | Yield |
---|---|
With fluorine at 22.9℃; Product distribution; Equilibrium constant; Kinetics; Irradiation; also in the presence CH4; |
Conditions | Yield |
---|---|
With bromine(I) fluorosulfate 1.) -25 deg C, 1.25 h, 2.) -25 deg C to 24 deg C, 1.25 h; |
Conditions | Yield |
---|---|
at 300℃; |
bromine
trifluoroacetic acid
A
bromodifluoromethane
B
trifluoromethan
C
Bromotrifluoromethane
D
dibromodifluoromethane
Conditions | Yield |
---|---|
at 400℃; in der Dampfphase; Produkt5: Hexafluoraethan; |
bromobenzene
bis(trifluoromethyl)tellurium
A
3-bromo-1-trifluoromethylbenzene
B
Bromotrifluoromethane
C
bis(trifluoromethyl) ditelluride
D
α,α,α-trifluorotoluene
E
o-trifluoromethylphenyl bromide
F
p-trifluoromethylphenyl bromide
Conditions | Yield |
---|---|
at 168℃; for 120h; Product distribution; |
Bromotrifluoromethane
benzaldehyde
1-phenyl-2,2,2-trifluoromethylethanol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 0 - 30℃; cathodic reduction; | 98% |
With tetrabutylammomium bromide In N,N-dimethyl-formamide at -10℃; for 5h; zinc rod anode, nickel cathode, 0.3 A; | 95% |
With chloro-trimethyl-silane In N,N-dimethyl-formamide at -50℃; 20 mF, Pb cathode; | 60% |
terephthalonitrile
-butyl vinyl ether
Bromotrifluoromethane
4-(1-trifluoromethyl-2-n-butyloxyethyl)benzonitrile
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; electrolysis; | 95% |
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Mechanism; electrolysis; |
chloro-trimethyl-silane
Bromotrifluoromethane
hexaethylphosphoric triamide
A
(trifluoromethyl)trimethylsilane
B
(N(C2H5)2)3PClBr
Conditions | Yield |
---|---|
In dichloromethane | A 95% B n/a |
Conditions | Yield |
---|---|
at 20℃; under 760 Torr; | 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% |
4-Methoxystyrene
Bromotrifluoromethane
3,3,3-trifluoro-1-(4-methoxyphenyl)-1-propanol
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 94% |
Bromotrifluoromethane
p-vinylbiphenyl
1-([1,1'-biphenyl]-4-yl)-3,3,3-trifluoropropan-1-ol
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 94% |
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide under 3000.2 Torr; Product distribution; Ambient temperature; Na2S2O4, other disulphides; | 93% |
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide under 3000.2 Torr; Ambient temperature; | 93% |
With rongalite In water; N,N-dimethyl-formamide | 93% |
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide at 20℃; under 9000.9 Torr; for 2.5h; | 91% |
Bromotrifluoromethane
hexaethylphosphoric triamide
trifluoromethyltris(diethylamino)phosphonium bromide
Conditions | Yield |
---|---|
at 20℃; under 760 Torr; | 93% |
1-bromo-4-ethenyl-benzene
Bromotrifluoromethane
1-(4-bromophenyl)-3,3,3-trifluoropropan-1-ol
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 92% |
Bromotrifluoromethane
tert-butyl 4-methylidenepiperidine-1-carboxylate
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 92% |
5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-thiocyanato-1H-pyrazole-3-carbonitrile
Bromotrifluoromethane
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-thiocyanato-1H-pyrazole-3-carbonitrile With sulfur dioxide; sodium formate In DMF (N,N-dimethyl-formamide) at 20℃; for 0.0833333h; Stage #2: Bromotrifluoromethane In DMF (N,N-dimethyl-formamide) at 20 - 45℃; under 8625.86 Torr; for 1.5h; Product distribution / selectivity; | 90.8% |
Stage #1: 5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-thiocyanato-1H-pyrazole-3-carbonitrile With sulfur dioxide In DMF (N,N-dimethyl-formamide) at 20℃; for 0.0333333h; Stage #2: Bromotrifluoromethane With sodium formate In DMF (N,N-dimethyl-formamide) at 20 - 54℃; for 2.33333h; Product distribution / selectivity; | 84.7% |
With sulfur dioxide; potassium formate In DMF (N,N-dimethyl-formamide); water at -60 - 55℃; for 3h; Product distribution / selectivity; | 81% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 0 - 30℃; cathodic reduction; | 90% |
With chloro-trimethyl-silane In N,N-dimethyl-formamide at -50℃; 20 mF, Pb cathode; | 62% |
Bromotrifluoromethane
4-chlorobenzaldehyde
1-(4-chlorophenyl)-2,2,2-trifluoroethanol
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In N,N-dimethyl-formamide at -10℃; for 5h; zinc rod anode, nickel cathode, 0.3 A; | 90% |
With zinc In pyridine at 40℃; under 1500.1 - 3000.2 Torr; for 4h; | 46% |
With zinc; bis(triphenylphosphine)nickel(II) chloride; triphenylphosphine In N,N-dimethyl-formamide In a sealed tube; | 34% |
Bromotrifluoromethane
3-Phenoxybenzaldehyde
1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In N,N-dimethyl-formamide at -10℃; for 5h; zinc rod anode, nickel cathode, 0.3 A; | 90% |
Bromotrifluoromethane
chlorotrimethylgermane
Trifluormethyl-trimethylgermanium
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane Electrochem. Process; electrochem. react. in DME/Bu4NBr with Al-anode and V4A steel cathode (wall of autoclave); identified by (19)F NMR studies; | 90% |
Bromotrifluoromethane
isopropenylbenzene
3,3,3-trifluoro-1-methyl-1-phenyl-1-propanol
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 89% |
Bromotrifluoromethane
2-mercaptobiphenyl sodium salt
2-<(trifluoromethyl)thio>biphenyl
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 0℃; Irradiation; | 88% |
Conditions | Yield |
---|---|
In ammonia at -70 - -30℃; for 1h; Irradiation; | 88% |
1-ethenyl-4-methylbenzene
Bromotrifluoromethane
3,3,3-trifluoro-1-(p-tolyl)propan-1-ol
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 87% |
Conditions | Yield |
---|---|
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); 1,3-bis(2,4,6-trimethylphenyl)imidazoliumcarbene copper(I) bromide; triphenylphosphine In acetonitrile at -92 - -20℃; for 16h; Inert atmosphere; Sealed tube; Irradiation; | 87% |
Bromotrifluoromethane
bis(dimethylamino)chlorosilane
(trifluoromethyl)bis(dimethylamino)silane
Conditions | Yield |
---|---|
With hexaethylphosphoric triamide In benzonitrile under 26.3 Torr; 1.) 0 deg. C., 1 h,; | 86% |
With hexaethylphosphoric triamide |
Bromotrifluoromethane
chlorodimethylphosphine
dimethyl(trifluoromethyl)phosphine
Conditions | Yield |
---|---|
With hexaethylphosphorous triamide In N,N,N,N,N,N-hexamethylphosphoric triamide at -50℃; for 2h; | 86% |
With hexaethylphosphoric triamide |
Bromotrifluoromethane
bis(4-hydroxyphenyl)disulfide
(4-trifluoromethylthio)phenol
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide at 20℃; under 9000.9 Torr; for 2.5h; | 86% |
Bromotrifluoromethane
4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile
Conditions | Yield |
---|---|
With sulfur dioxide; sodium formate In N,N-dimethyl-formamide at 60℃; under 9000.7 - 9750.8 Torr; for 4h; Mechanism; Product distribution; other reagent, other perhalogenoalkanes, other disulfide; | 85% |
With sulfur dioxide; sodium formate In N,N-dimethyl-formamide at 60℃; under 9000.7 - 9750.8 Torr; for 4h; | 85% |
With disodium hydrogenphosphate; sodium dithionite In water; N,N-dimethyl-formamide at 20℃; for 4h; | 51% |
Conditions | Yield |
---|---|
With triphenyl phosphite; hexaethylphosphoric triamide In N,N,N,N,N,N-hexamethylphosphoric triamide at 36℃; for 1h; | A n/a B 85% |
Bromotrifluoromethane
1,1,1-trifluoroacetophenone
hexaethylphosphoric triamide
Conditions | Yield |
---|---|
In tetrahydrofuran; dichloromethane; acetone | 85% |
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h; | 85% |
IUPAC Name: Bromo(trifluoro)methane (75-63-8)
Synonyms: Bromotrifluoro-methan ; Bromotrifluorormethane ; Bromtrifluormethan ; Carbon monobromide trifluoride ; Carbonbromidefluoride(CBrF3) ; Carbonmonobromidetrifluoride ; CBrF3
CAS: 75-63-8
Molecular Formula: CBrF3
Molecular Weight: 148.91
Molecular Structure:
EINECS: 200-887-6
Product Categories: Industrial/Fine Chemicals;CFC;refrigerants;Organics
Mol File: 75-63-8.mol
Surface Tension: 15.3 dyne/cm
Density: 1.995 g/cm3
Enthalpy of Vaporization: 19.68 kJ/mol
Boiling Point: -58°C
Melting point:-168°C
Vapour Pressure: 9740 mmHg at 25°C
Bromo(trifluoro)methane (75-63-8) is used fire-fighting for a variety of organic ,such as oil, electrical equipment, organic solvents, natural gas.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LC | inhalation | > 30pph/15M (300000ppm) | BEHAVIORAL: TREMOR GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | National Technical Information Service. Vol. OTS0571524, |
guinea pig | LC50 | inhalation | 88000ppm/15M (88000ppm) | "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1640, 1991. | |
man | LC | inhalation | > 15pph/1M (150000ppm) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | National Technical Information Service. Vol. OTS0571524, |
mouse | LC50 | inhalation | 381gm/m3 (381000mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(8), Pg. 53, 1982. | |
rat | LC50 | inhalation | 84000ppm/15M (84000ppm) | "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1640, 1991. |
Reported in EPA TSCA Inventory.
Risk Statements 20
20: Bromo(trifluoro)methane (75-63-8) is harmful by inhalation.
Safety Statements 23-36/37/39-38
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
38: In case of insufficient ventilation, wear suitable respiratory equipment
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR 1009
HazardClass 2.2
OSHA PEL: TWA 1000 ppm
ACGIH TLV: TWA 1000 ppm
DFG MAK: 1000 ppm (6200 mg/m3)
DOT Classification: 2.2; Label: Nonflammable Gas
For occupational chemical analysis use NIOSH: see Bromotrifluoromethane, 1017.
1.General Description A colorless, odorless gas at room conditions Shipped as a liquid confined under its own vapor pressure. Noncombustible. Nontoxic but can asphyxiate by the displacement of air. Contact with the unconfined liquid can cause frostbite by evaporative cooling. Exposure of the container to prolonged heat or fire can cause Bromotrifluoromethane to rupture violently and rocket.
3.Air & Water Reactions Slightly soluble in water.
4.Reactivity Profile: Bromotrifluoromethane may react with aluminum to produce substantial heat. Other halogenated hydrocarbons, such as fluorotrichloromethane, dichlorodifluoromethane, chlorodifluoromethane, tetrafluoromethane produce sufficient heat in this way to melt aluminum pieces. The vigor of the reaction appears to depend on the degree of fluorination and the vapor pressure
5..Health Hazard Vapors may cause dizziness or asphyxiation without warning. Vapors from liquefied gas are initially heavier than air and spread along ground. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating, corrosive and/or toxic gases.
6.Fire Hazard Some may burn but none ignite readily. Containers may explode when heated. Ruptured cylinders may rocket.
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