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75-63-8

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75-63-8 Usage

Chemical Properties

Trifluorobromomethane is a colorless gas with a slight ethereal odor. Shipped as a liquefied compressed gas.

Uses

Different sources of media describe the Uses of 75-63-8 differently. You can refer to the following data:
1. Used as fire extinguishing agent for oil, electrical equipment, organic solvent, natural gas and a variety of organics, especially for important military and civilian sites.
2. Fire extinguishing agent; refrigerant.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 968, 1946 DOI: 10.1021/ja01210a017

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.

Air & Water Reactions

Slightly soluble in water.

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 [Chem. Eng. News 39(27):44 1961].

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.

Fire Hazard

Some may burn but none ignite readily. Containers may explode when heated. Ruptured cylinders may rocket.

Safety Profile

Wildly toxic by inhalation. Incompatible with aluminum. When heated to decomposition it emits toxic fumes of Fand Br-. See also BROMIDES and FLUORIDES.

Potential Exposure

This material is used as a fire extinguishing agent, a chemical intermediate, and as a refrigerant.

Shipping

UN1009 Bromotrifluoromethane or Refrigerant gas, R-13B, Hazard Class: 2.2; Labels: 2.2-Nonflammable gas. Cylinders must be transported in a secure upright position, in a well-ventilated truck. Protect cylinder and labels from physical damage. The owner of the compressed gas cylinder is the only entity allowed by federal law (49CFR) to transport and refill them. It is a violation of transportation regulations to refill compressed gas cylinders without the express written permission of the owner.

Purification Methods

Purify the gas by passing it through a tube containing P2O5 on glass wool into a vacuum system where it is frozen out in a quartz tube and degassed by a cycles of freezing, evacuating and thawing. [Beilstein 1 III 83, 1 IV 73.]

Incompatibilities

Keep away from chemically active metals, such as calcium, powdered aluminum; zinc, magnesium. Attacks some plastics, rubber, and coatings.

Waste Disposal

Return refillable compressed gas cylinders to supplier. Incineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced.

Check Digit Verification of cas no

The CAS Registry Mumber 75-63-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 75-63:
(4*7)+(3*5)+(2*6)+(1*3)=58
58 % 10 = 8
So 75-63-8 is a valid CAS Registry Number.
InChI:InChI=1/CBrF3/c2-1(3,4)5

75-63-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name BROMOTRIFLUOROMETHANE

1.2 Other means of identification

Product number -
Other names monobromotrifluoromethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:75-63-8 SDS

75-63-8Synthetic route

tetrakis(trifluoromethyl)diphosphine
2714-60-5

tetrakis(trifluoromethyl)diphosphine

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine byproducts: phophorus bromide; 280°C (48 h);94%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine(I) fluorosulfate for 2h; Ambient temperature;88%
With bromine; pyrographite at 540℃;
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

Bromine(I) trifluoromethanesulfonate
70142-16-4

Bromine(I) trifluoromethanesulfonate

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

C

Trifluoro-methanesulfonic acid 2-bromo-1,1,2,2-tetrafluoro-ethyl ester
73323-42-9

Trifluoro-methanesulfonic acid 2-bromo-1,1,2,2-tetrafluoro-ethyl ester

Conditions
ConditionsYield
at -111 - -55℃; for 10h;A n/a
B n/a
C 83%
trifluoromethan
75-46-7

trifluoromethan

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

HBr

HBr

Conditions
ConditionsYield
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
354-34-7

trifluoroacetyl fluoride

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

trifluoroacetyl bromide
354-31-4

trifluoroacetyl bromide

Conditions
ConditionsYield
With lithium bromide at 330℃; for 5h;A 31%
B 65%
1,1'-dichloro-2,2'-difluoroethene
79-35-6

1,1'-dichloro-2,2'-difluoroethene

C4BrF9O
178984-96-8

C4BrF9O

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

Hexafluoroacetone
684-16-2

Hexafluoroacetone

C

2-(2-Bromo-2,2-dichloro-1,1-difluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

2-(2-Bromo-2,2-dichloro-1,1-difluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

D

2-(2-Bromo-1,1-dichloro-2,2-difluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

2-(2-Bromo-1,1-dichloro-2,2-difluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

Conditions
ConditionsYield
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;
sodium hypobromide

sodium hypobromide

2,2,2-trifluoroacetamide
354-38-1

2,2,2-trifluoroacetamide

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

sodium 2,2,2-trifluoroacetate
2923-18-4

sodium 2,2,2-trifluoroacetate

Conditions
ConditionsYield
In alcaline soln. at 0°C.;A 34%
B n/a
In alcaline soln. at 0°C.;A 34%
B n/a
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

C4BrF9O
178984-96-8

C4BrF9O

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

Hexafluoroacetone
684-16-2

Hexafluoroacetone

C

2-(2-Bromo-1,1,2,2-tetrafluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

2-(2-Bromo-1,1,2,2-tetrafluoro-ethoxy)-1,1,1,3,3,3-hexafluoro-2-trifluoromethyl-propane

Conditions
ConditionsYield
at -85 - 25℃; for 12h; Yields of byproduct given. Title compound not separated from byproducts;A n/a
B n/a
C 33%
sodium hypobromide

sodium hypobromide

2,2,2-trifluoroacetamide
354-38-1

2,2,2-trifluoroacetamide

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
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;;
freon-218
76-19-7

freon-218

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine at 850℃;
trifluoromethan
75-46-7

trifluoromethan

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
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;
dibromodifluoromethane
75-61-6

dibromodifluoromethane

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With aluminium fluoride oxide-nickel halide; hydrogen fluoride at 350 - 500℃;
carbon tetrabromide
558-13-4

carbon tetrabromide

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
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℃;
Hexafluoroethane
76-16-4

Hexafluoroethane

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine at 900 - 925℃;
With bromine Irradiation;
2,2,2-trifluoroacetamide
354-38-1

2,2,2-trifluoroacetamide

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With sodium hypobromide; water
bromopicrin
464-10-8

bromopicrin

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With hydrogen fluoride; mercury(II) oxide
N-bromo-trifluoroacetamide
359-45-5

N-bromo-trifluoroacetamide

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With sodium hydroxide
With sodium hydroxide Boiling for 5h.;
With NaOH Boiling for 5h.;
silver trifluoroacetate
2966-50-9

silver trifluoroacetate

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine at 65 - 130℃;
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine; pyrographite at 300℃;
1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

A

bromodifluoromethane
1511-62-2

bromodifluoromethane

B

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

C

dibromodifluoromethane
75-61-6

dibromodifluoromethane

D

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

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

Conditions
ConditionsYield
With bromine under 20 Torr; Product distribution; Mechanism; Irradiation; variation of laser pulse energy;
HFC-227ca
2252-84-8

HFC-227ca

A

bromodifluoromethane
1511-62-2

bromodifluoromethane

B

1,2-dibromohexafluoropropane
661-95-0

1,2-dibromohexafluoropropane

C

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

D

dibromodifluoromethane
75-61-6

dibromodifluoromethane

E

1-bromo-1,1,2,2-tetrafluoro-ethane
354-07-4

1-bromo-1,1,2,2-tetrafluoro-ethane

F

bromopentafluoroethane
354-55-2

bromopentafluoroethane

Conditions
ConditionsYield
With bromine under 0.05 Torr; Rate constant; Product distribution; Irradiation; Infrared multiphoton dissociation with Br2 as a scavenger.;
chlorotrifluoromethane
75-72-9

chlorotrifluoromethane

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine; sulphur hexafluoride Irradiation;
C2BrF4N
89554-90-5

C2BrF4N

A

cyanogen fluoride
1495-50-7

cyanogen fluoride

B

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
at 450 - 500℃; other substrates;
trifluoromethan
75-46-7

trifluoromethan

A

chlorotrifluoromethane
75-72-9

chlorotrifluoromethane

B

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
With bromine; chlorine at 391.9℃; Kinetics; var. reaction time, var. concentrations of the initial reactants;
bromodifluoromethane
1511-62-2

bromodifluoromethane

A

carbon tetrafluoride
75-73-0

carbon tetrafluoride

B

Carbonyl fluoride
353-50-4

Carbonyl fluoride

C

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

D

Bis-trifluormethyl-trioxid
1718-18-9

Bis-trifluormethyl-trioxid

Conditions
ConditionsYield
With fluorine at 22.9℃; Product distribution; Equilibrium constant; Kinetics; Irradiation; also in the presence CH4;
sodium 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-olate

sodium 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-olate

A

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

B

Hexafluoroacetone
684-16-2

Hexafluoroacetone

C

C4BrF9O
178984-96-8

C4BrF9O

Conditions
ConditionsYield
With bromine(I) fluorosulfate 1.) -25 deg C, 1.25 h, 2.) -25 deg C to 24 deg C, 1.25 h;
bromine
7726-95-6

bromine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

aluminium bromide/ coal

aluminium bromide/ coal

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Conditions
ConditionsYield
at 300℃;
bromine
7726-95-6

bromine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

bromodifluoromethane
1511-62-2

bromodifluoromethane

B

trifluoromethan
75-46-7

trifluoromethan

C

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

D

dibromodifluoromethane
75-61-6

dibromodifluoromethane

Conditions
ConditionsYield
at 400℃; in der Dampfphase; Produkt5: Hexafluoraethan;
bromobenzene
108-86-1

bromobenzene

bis(trifluoromethyl)tellurium
55642-42-7

bis(trifluoromethyl)tellurium

A

3-bromo-1-trifluoromethylbenzene
401-78-5

3-bromo-1-trifluoromethylbenzene

B

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

C

bis(trifluoromethyl) ditelluride
1718-20-3

bis(trifluoromethyl) ditelluride

D

α,α,α-trifluorotoluene
98-08-8

α,α,α-trifluorotoluene

E

o-trifluoromethylphenyl bromide
392-83-6

o-trifluoromethylphenyl bromide

F

p-trifluoromethylphenyl bromide
402-43-7

p-trifluoromethylphenyl bromide

G

tellur

tellur

Conditions
ConditionsYield
at 168℃; for 120h; Product distribution;
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

benzaldehyde
100-52-7

benzaldehyde

1-phenyl-2,2,2-trifluoromethylethanol
340-04-5, 340-05-6

1-phenyl-2,2,2-trifluoromethylethanol

Conditions
ConditionsYield
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
623-26-7

terephthalonitrile

-butyl vinyl ether
111-34-2

-butyl vinyl ether

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

4-(1-trifluoromethyl-2-n-butyloxyethyl)benzonitrile
126958-92-7

4-(1-trifluoromethyl-2-n-butyloxyethyl)benzonitrile

Conditions
ConditionsYield
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
75-77-4

chloro-trimethyl-silane

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

hexaethylphosphoric triamide
2283-11-6

hexaethylphosphoric triamide

A

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

B

(N(C2H5)2)3PClBr
89217-83-4

(N(C2H5)2)3PClBr

Conditions
ConditionsYield
In dichloromethaneA 95%
B n/a
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Hexamethylphosphorous triamide
1608-26-0

Hexamethylphosphorous triamide

trifluoromethyltris(dimethylamino)phosphonium bromide

trifluoromethyltris(dimethylamino)phosphonium bromide

Conditions
ConditionsYield
at 20℃; under 760 Torr;95%
hypofluorous acid trifluoromethyl ester
373-91-1

hypofluorous acid trifluoromethyl ester

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

A

Carbonyl fluoride
353-50-4

Carbonyl fluoride

B

carbonyl bromide fluoride
753-56-0

carbonyl bromide fluoride

C

difluorobromoacetyl fluoride
38126-07-7

difluorobromoacetyl fluoride

Conditions
ConditionsYield
With oxygen at -0.15℃; for 0.166667h; gas-phase;A n/a
B n/a
C 95%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

3,3,3-trifluoro-1-(4-methoxyphenyl)-1-propanol
1216911-72-6

3,3,3-trifluoro-1-(4-methoxyphenyl)-1-propanol

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;94%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

p-vinylbiphenyl
2350-89-2

p-vinylbiphenyl

1-([1,1'-biphenyl]-4-yl)-3,3,3-trifluoropropan-1-ol
1282444-70-5

1-([1,1'-biphenyl]-4-yl)-3,3,3-trifluoropropan-1-ol

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;94%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

diphenyldisulfane
882-33-7

diphenyldisulfane

phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

Conditions
ConditionsYield
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-formamide93%
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide at 20℃; under 9000.9 Torr; for 2.5h;91%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

hexaethylphosphoric triamide
2283-11-6

hexaethylphosphoric triamide

trifluoromethyltris(diethylamino)phosphonium bromide
89217-87-8

trifluoromethyltris(diethylamino)phosphonium bromide

Conditions
ConditionsYield
at 20℃; under 760 Torr;93%
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

1-(4-bromophenyl)-3,3,3-trifluoropropan-1-ol
13541-19-0

1-(4-bromophenyl)-3,3,3-trifluoropropan-1-ol

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;92%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

tert-butyl 4-methylidenepiperidine-1-carboxylate
159635-49-1

tert-butyl 4-methylidenepiperidine-1-carboxylate

C12H20F3NO3

C12H20F3NO3

Conditions
ConditionsYield
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
120069-10-5

5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-thiocyanato-1H-pyrazole-3-carbonitrile

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile
120067-83-6

5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
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%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

Octanal
124-13-0

Octanal

1,1,1-trifluoro-2-nonanol
26902-80-7

1,1,1-trifluoro-2-nonanol

Conditions
ConditionsYield
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
75-63-8

Bromotrifluoromethane

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1-(4-chlorophenyl)-2,2,2-trifluoroethanol
72487-06-0, 80418-11-7, 446-66-2

1-(4-chlorophenyl)-2,2,2-trifluoroethanol

Conditions
ConditionsYield
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
75-63-8

Bromotrifluoromethane

3-Phenoxybenzaldehyde
39515-51-0

3-Phenoxybenzaldehyde

1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol
67851-11-0

1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at -10℃; for 5h; zinc rod anode, nickel cathode, 0.3 A;90%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

Trifluormethyl-trimethylgermanium
21907-59-5

Trifluormethyl-trimethylgermanium

Conditions
ConditionsYield
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
75-63-8

Bromotrifluoromethane

isopropenylbenzene
98-83-9

isopropenylbenzene

3,3,3-trifluoro-1-methyl-1-phenyl-1-propanol
1417820-89-3

3,3,3-trifluoro-1-methyl-1-phenyl-1-propanol

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;89%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

2-mercaptobiphenyl sodium salt
129922-47-0

2-mercaptobiphenyl sodium salt

2-<(trifluoromethyl)thio>biphenyl
129922-51-6

2-<(trifluoromethyl)thio>biphenyl

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 0℃; Irradiation;88%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

para-thiocresol
106-45-6

para-thiocresol

4-trifluoromethylthiotoluene
352-68-1

4-trifluoromethylthiotoluene

Conditions
ConditionsYield
In ammonia at -70 - -30℃; for 1h; Irradiation;88%
1-ethenyl-4-methylbenzene
622-97-9

1-ethenyl-4-methylbenzene

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

3,3,3-trifluoro-1-(p-tolyl)propan-1-ol
1250571-35-7

3,3,3-trifluoro-1-(p-tolyl)propan-1-ol

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;87%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

5-pentenylbenzoate
29264-40-2

5-pentenylbenzoate

4-bromo-6,6,6-trifluorohexyl benzoate

4-bromo-6,6,6-trifluorohexyl benzoate

Conditions
ConditionsYield
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
75-63-8

Bromotrifluoromethane

bis(dimethylamino)chlorosilane
20213-75-6

bis(dimethylamino)chlorosilane

(trifluoromethyl)bis(dimethylamino)silane
109111-30-0

(trifluoromethyl)bis(dimethylamino)silane

Conditions
ConditionsYield
With hexaethylphosphoric triamide In benzonitrile under 26.3 Torr; 1.) 0 deg. C., 1 h,;86%
With hexaethylphosphoric triamide
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

chlorodimethylphosphine
811-62-1

chlorodimethylphosphine

dimethyl(trifluoromethyl)phosphine
421-57-8

dimethyl(trifluoromethyl)phosphine

Conditions
ConditionsYield
With hexaethylphosphorous triamide In N,N,N,N,N,N-hexamethylphosphoric triamide at -50℃; for 2h;86%
With hexaethylphosphoric triamide
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

bis(4-hydroxyphenyl)disulfide
15015-57-3

bis(4-hydroxyphenyl)disulfide

(4-trifluoromethylthio)phenol
461-84-7

(4-trifluoromethylthio)phenol

Conditions
ConditionsYield
With disodium hydrogenphosphate; rongalite In water; N,N-dimethyl-formamide at 20℃; under 9000.9 Torr; for 2.5h;86%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]
130755-46-3

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
120067-83-6

5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
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%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

A

trifluoromethan
75-46-7

trifluoromethan

B

tris(trifluoromethyl)phosphine
432-04-2

tris(trifluoromethyl)phosphine

Conditions
ConditionsYield
With triphenyl phosphite; hexaethylphosphoric triamide In N,N,N,N,N,N-hexamethylphosphoric triamide at 36℃; for 1h;A n/a
B 85%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

hexaethylphosphoric triamide
2283-11-6

hexaethylphosphoric triamide

[1-phenyl-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]tris(diethylamino)phosphonium bromide

[1-phenyl-2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]tris(diethylamino)phosphonium bromide

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane; acetone85%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

N-(4-vinyl-phenyl)-acetamide
53498-47-8

N-(4-vinyl-phenyl)-acetamide

C11H12F3NO2

C11H12F3NO2

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; N-isopropyl-N,2-dimethylpropan-2-amine In water; acetonitrile at 20℃; for 24h;85%

75-63-8Relevant articles and documents

Rice,Willard

, p. 6156,6157 (1953)

Prochaska,F.T.,Andrews,L.

, p. 2102 - 2108 (1978)

Griffiths,Burg

, p. 5759 (1960)

Gas-phase photodissociation of CF3C(O)Cl between 193 and 280 nm

McGillen, Max R.,Burkholder, James B.

, p. 189 - 194 (2015/10/12)

Product yields were measured in the 296 K photolysis of CF3C(O)Cl at 193, 248, 254, and 280 nm. Br2 was used as a radical scavenger to convert the primary CF3 and CF3CO radical photofragments into stable bromides, CF3Br and CF3C(O)Br, which were quantified along with CO and CF2O using infrared absorption. The stabilized CF3CO radical yield increased with increasing photolysis wavelength from 3Cl quantum yield was determined to be 0.001 at all wavelengths.

The nascent OH detection in photodissociation of 2-(bromomethyl)hexafluoro- 2-propanol at 193 nm: Laser-induced fluorescence study

Indulkar, Yogesh N.,Upadhyaya, Hari P.,Kumar, Awadhesh,Waghmode, Suresh B.,Naik, Prakash D.

experimental part, p. 210 - 219 (2012/07/14)

Photodissociation of 2-(bromomethyl)hexafluoro-2-propanol (BMHFP) and 3-bromo-1-propanol (BP), involving σC-BrnBr transition at 193 nm, has been investigated by measuring laser-induced fluorescence spectra of the expected OH product. The OH channel is a minor dissociation pathway with a quantum yield of 0.17 ± 0.05 in BMHFP, whereas it was not observed in BP. Partitioning of the available energy into translation, rotation, and vibration of the photoproducts has been measured by state selective detection of the nascent OH product in BMHFP. OH is produced mostly in the ground vibrational level (v″ = 0), with a rotational distribution being characterized by a temperature of 465 ± 25 K. But, a significant fraction of the available energy of 30.2 kcal mol-1 is partitioned into translation of OH (14.6 kcal mol-1). The OH(v″ = 0, J″) populations in the spin-orbit states as well as in the Λ-doublet states are statistical. A plausible mechanism of OH formation on excitation of BMHFP at 193 nm is suggested, with the primary reaction channel being elimination of Br atom by direct C-Br bond dissociation from a repulsive surface. The Br radical is detected using (2 + 1) resonance-enhanced multiphoton ionization (REMPI) at ~234 nm. It is produced in both the ground (2P3/2) and the excited (2P1/2) spin-orbit states with the relative quantum yield of the latter to be 0.36. The co-fragment of Br undergoes secondary C-O bond dissociation to produce OH and F3C-C(CH 2)-CF3, with the reaction having a barrier located in the exit channel. In this two-step three-body dissociation process, a major fraction of the available energy is released into translation (〈fT〉 ~ 0.75), resulting from an impulsive C-Br bond dissociation in the primary step and presence of an exit barrier in the secondary process. Experimental results combined with theoretical calculations provide a clear picture of the dynamics of OH formation from BMHFP at 193 nm. In addition, the energetics of another channel, competing with OH, have been calculated from the primary product F3C-C(CH2)(OH)-CF3. In contrast to BMHFP, the OH product could not be observed from the photolysis of 3-bromo-1-propanol (another saturated halogenated propanol) at 193 nm under the detection limit of the present experimental condition, although it has a higher absorption cross-section at 193 nm.

Catalytical production processes for making hydrohalopropanes and hydrofluorobutanes

-

Page/Page column 4, (2008/06/13)

A process is disclosed for making hydrohalopropanes or hydrofluorobutanes. The process involves reacting a hydrofluoromethane with a fluoroolefin in the presence of an aluminum catalyst to produce a hydrohalopropane or a hydrofluorobutane. The hydrofluoromethane is CH2F2 or CH3F. The fluoroolefin is CF2═CF2, ClFC═CF2, or CF3CF═CF2.

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