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354-33-6

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354-33-6 Usage

Chemical Properties

Pentafluoroethane has a light ethereal odor with poor warning properties.Pentafluoroethane is a non-flammable HFC gas (HydroFluoroCarbon substance) used for refrigeration and as a fire extinguishing agent.Pentafluoroethane is a component of blends used for refrigeration in closed systems. It can be found in commercial refrigeration, food processing & cold storage, transport refrigeration, commercial or domestic air conditioning, air cooled chillers or water cooled chillers used in building and large systems for air conditioning. It is also used as a fire extinguishing agent.

Uses

HFC 125s main application is as a high-pressure refrigerant. It has also found use as a total flooding fire-extinguishing agent.

General Description

A nonflammable gas. Heavier than air. May asphyxiate by the displacement of air in confined spaces. Exposure of the container to prolonged heat or fire can cause Pentafluoroethane to rupture violently and rocket.

Reactivity Profile

Pentafluoroethane may be incompatible with strong oxidizing and reducing agents. May be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

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.

Flammability and Explosibility

Nonflammable

Safety Profile

Low toxicity by inhalation. Mutation data reported. Whenheated to decomposition it emits toxic vapors of Fí.

Check Digit Verification of cas no

The CAS Registry Mumber 354-33-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,5 and 4 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 354-33:
(5*3)+(4*5)+(3*4)+(2*3)+(1*3)=56
56 % 10 = 6
So 354-33-6 is a valid CAS Registry Number.
InChI:InChI=1/C2F4O/c3-1(7)2(4,5)6

354-33-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Pentafluoroethane

1.2 Other means of identification

Product number -
Other names Trifluorazomethan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Functional fluids (closed systems)
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:354-33-6 SDS

354-33-6Synthetic route

Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With cyclenphosphorane In chloroform at 25℃; for 4h; Reduction;100%
With tri-n-butyl-tin hydride for 0.5h; Ambient temperature; Irradiation;
bis(perfluoroethyl)sulfone
14930-22-4

bis(perfluoroethyl)sulfone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

perfluoroethanesulfonate sodium salt
2923-21-9

perfluoroethanesulfonate sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol for 0.15h;A n/a
B 100%
Methyl-bis-pentafluorethyl-wismut
1960-24-3

Methyl-bis-pentafluorethyl-wismut

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With sodium hydroxide In water in hot 5n NaOH solution;100%
In water
1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With xenon difluoride; silicon tetrafluoride at 20℃; for 3h; Fluorination;99%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

A

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
In water at 20 - 80℃; for 1.5h; Product distribution / selectivity;A n/a
B 98.8%
bis(perfluoroethyl)sulfone
14930-22-4

bis(perfluoroethyl)sulfone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

potassium perfluoroethanesulfonate
2837-92-5

potassium perfluoroethanesulfonate

Conditions
ConditionsYield
With potassium hydroxide at 80℃;A n/a
B 98%
1,1,1,2-tetrafluoroethane
811-97-2

1,1,1,2-tetrafluoroethane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

Difluoromethane
75-10-5

Difluoromethane

C

trifluoromethan
75-46-7

trifluoromethan

D

Hexafluoroethane
76-16-4

Hexafluoroethane

Conditions
ConditionsYield
With fluorine at 200 - 250℃; Product distribution; Further Variations:; Reagents;A 1.1%
B 0.9%
C 0.4%
D 97.6%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

pentafluoroethylphosphonic acid dipotassium dipotassium fluoride

pentafluoroethylphosphonic acid dipotassium dipotassium fluoride

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at 65 - 120℃; for 2h; Product distribution / selectivity;A 96.1%
B 94.8%
(pentafluoro ethyl) trifluoro silane
354-89-2

(pentafluoro ethyl) trifluoro silane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With sodium hydroxide; water hydrolysis (concentrated aq. NaOH);;95%
With NaOH; H2O hydrolysis (concentrated aq. NaOH);;95%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

bis(pentafluoroethyl)phosphinic acid lithium
277750-74-0

bis(pentafluoroethyl)phosphinic acid lithium

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With lithium hydroxide; water at -10 - 20℃; for 0.25h; Product distribution / selectivity;A 93.7%
B 91.2%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

potassium bis[pentafluorophosphinate]
613232-23-8

potassium bis[pentafluorophosphinate]

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at -5 - 20℃; for 0.25h; Product distribution / selectivity;A 93.2%
B 92.8%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at -30 - 210℃; for 2.5 - 8h; Product distribution / selectivity;92.2%
With potassium hydroxide; water In ethanol at 55 - 80℃; for 0.916667h; Product distribution / selectivity;81.3%
tetrakis-(trifluoro vinyl) silane
648-90-8

tetrakis-(trifluoro vinyl) silane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With alkali; H2O hydrolysis;; CF2CFH isolated as CF2BrCFHBr;;90%
bromopentafluoroethane
354-55-2

bromopentafluoroethane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

2,2,3,3,3-pentafluoro-propane-1,1-diol
422-63-9

2,2,3,3,3-pentafluoro-propane-1,1-diol

Conditions
ConditionsYield
With lead(II) bromide; aluminium at 5℃; for 10h;A n/a
B 89.5%
octafluoro-2-butanone
337-20-2

octafluoro-2-butanone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid Product distribution; 1.) H2O, reflux, 30 min, 2.) reflux;A 75%
B 87%
trans/cis-dodecafluoro-3,4-epoxyhexane
74728-99-7

trans/cis-dodecafluoro-3,4-epoxyhexane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

α-methoxyperfluorobutiric acid methyl ester
74067-18-8

α-methoxyperfluorobutiric acid methyl ester

C

α-methoxyperfluorobutiric acid sodium salt
123202-06-2

α-methoxyperfluorobutiric acid sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol for 2h;A 84%
B n/a
C n/a
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

2,2,3,3,3-Pentafluoro-propionaldehyde
422-06-0

2,2,3,3,3-Pentafluoro-propionaldehyde

C

2,2,3,3,3-pentafluoro-N,N-dimethylpropionamide
83599-57-9

2,2,3,3,3-pentafluoro-N,N-dimethylpropionamide

Conditions
ConditionsYield
With lead(II) bromide; aluminium at 5℃; for 4h;A n/a
B 81.2%
C n/a
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

pentafluoroethylphosphonic acid barium

pentafluoroethylphosphonic acid barium

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With barium dihydroxide; water at 65 - 150℃; for 2.5h; Product distribution / selectivity;A 59.2%
B 78.3%
1,2,2,2-tetrafluoro-ethanesulfonyl fluoride
2127-74-4

1,2,2,2-tetrafluoro-ethanesulfonyl fluoride

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With antimony pentafluoride at 50 - 60℃;72%
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With hydrogen fluoride; Zr/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;64.9%
With hydrogen fluoride; V/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;61.1%
With hydrogen fluoride; Ca/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;42.5%
Difluoroacetic acid
381-73-7

Difluoroacetic acid

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With F6Mo at 190℃; for 20h;60%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

diethylamine
109-89-7

diethylamine

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

[(C2H5)2NH2][P(C2F5)3F2H]

[(C2H5)2NH2][P(C2F5)3F2H]

C

C10H12F12NP

C10H12F12NP

D

C6H6F12NP

C6H6F12NP

Conditions
ConditionsYield
at 20℃; for 48h; Inert atmosphere; Schlenk technique;A n/a
B n/a
C 15%
D 57%
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

ethyl acrylate
140-88-5

ethyl acrylate

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

Ethyl 4,4,5,5,5-pentafluoropentanoate
136905-36-7

Ethyl 4,4,5,5,5-pentafluoropentanoate

Conditions
ConditionsYield
With [Co(HDm)2Py]Br; zinc In ethanol at 5℃; for 1h;A n/a
B 53%
r-2-pentafluoroethyl-t-3,t-4-difluoro-oxetan
74960-16-0, 75023-12-0, 75023-13-1

r-2-pentafluoroethyl-t-3,t-4-difluoro-oxetan

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

(Z)-2-tetrafluoroethylidene-trans-3,4-difluoro-oxetan

(Z)-2-tetrafluoroethylidene-trans-3,4-difluoro-oxetan

Conditions
ConditionsYield
With potassium hydroxide at 60℃; for 12h; in vacuo;A n/a
B 50%
1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

C2HF7O2Se

C2HF7O2Se

C

C2F8O2Se

C2F8O2Se

D

C2HF13O2Se2

C2HF13O2Se2

Conditions
ConditionsYield
With xenon bis-pentafluoroseleniumoxide at 55℃; for 72h;A n/a
B n/a
C n/a
D 37%
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

acrylonitrile
107-13-1

acrylonitrile

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

4,4,5,5,5-Pentafluoropentanenitrile
13265-56-0

4,4,5,5,5-Pentafluoropentanenitrile

Conditions
ConditionsYield
With [Co(HDm)2Py]Br; zinc In ethanol at 30℃; for 3h;A n/a
B 37%
1,1,1,2-tetrafluoroethane
811-97-2

1,1,1,2-tetrafluoroethane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

Hexafluoroethane
76-16-4

Hexafluoroethane

Conditions
ConditionsYield
With cobalt (III) fluoride at 220℃; for 0.000277778h; Product distribution; var. fluorinating agents and temp.;A 12.4%
B 2%
Product distribution;
trans/cis-octafluoro-2,3-epoxybutane
773-29-5

trans/cis-octafluoro-2,3-epoxybutane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

C

2,3-bis(trifluoromethyl)quinoxaline
787-16-6

2,3-bis(trifluoromethyl)quinoxaline

D

1,1,1,3,3,4,4,4-octafluoro-2,2-dihydroxybutane
108686-05-1

1,1,1,3,3,4,4,4-octafluoro-2,2-dihydroxybutane

Conditions
ConditionsYield
Stage #1: trans/cis-octafluoro-2,3-epoxybutane; 1,2-diamino-benzene In N,N-dimethyl acetamide at 100℃; for 1.5h;
Stage #2: With water In N,N-dimethyl acetamide cooling;
A 12%
B n/a
C 7%
D n/a
xenon difluoride
13709-36-9

xenon difluoride

(2,2-difluorovinyl)difluoroborane
37842-97-0

(2,2-difluorovinyl)difluoroborane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

2,2-difluoroethenylxenon(II) tetrafluoroborate
726203-13-0

2,2-difluoroethenylxenon(II) tetrafluoroborate

Conditions
ConditionsYield
In further solvent(s) soln. of CF2=CHBF2 in 1,1,1,3,3-pentafluoropropane and 1,1,1,3,3-pentafluorobutane cooled to -60°C and XeF2 added in one portion; stirredat -60 to -62°C for 2 h and left for 15 min without stirring; decanted; precipitate treated in vacuum at -60°C; unknown byproducts detected by NMR;A 1%
B n/a
polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With hydrogen fluoride; chromium(III) oxide; ammonium salt at 350℃; under 750.075 Torr; for 0.00347222h; Product distribution / selectivity;0.2%
With triethylammonium dihydrofluoride; limonene. at 120 - 140℃; under 8175.82 - 9600.96 Torr; Product distribution / selectivity;
With triethylamine.2.5HF; limonene. at 120℃; under 7500.75 Torr; Product distribution / selectivity;
With tri(n-butyl)amine.2.0HF; limonene. at 120℃; under 7500.75 Torr; Product distribution / selectivity;
Stage #1: polytetrafluoroethylene With tri(n-butyl)amine.2.5HF at 120℃; under 15001.5 Torr; for 2h;
Stage #2: With hydrogen fluoride for 550h; Product distribution / selectivity;
1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2,2,3,3,3-pentafluoro-1-(4-methoxyphenyl)propan-1-ol
131510-28-6

2,2,3,3,3-pentafluoro-1-(4-methoxyphenyl)propan-1-ol

Conditions
ConditionsYield
With potassium tert-butylate In Triethylene glycol dimethyl ether at -40℃; for 12h; Temperature; Solvent; Reagent/catalyst; Schlenk technique;98%
9-fluorenone
486-25-9

9-fluorenone

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

9-(perfluoroethyl)-9H-fluoren-9-ol

9-(perfluoroethyl)-9H-fluoren-9-ol

Conditions
ConditionsYield
With potassium tert-butylate In Triethylene glycol dimethyl ether at 20℃; for 12h; Schlenk technique;97%
1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

ethyl 2-iodobenzoate
1829-28-3

ethyl 2-iodobenzoate

ethyl 2-(pentafluoroethyl)benzoate
1310492-24-0

ethyl 2-(pentafluoroethyl)benzoate

Conditions
ConditionsYield
Stage #1: 1,1,1,2,2-pentafluoroethane With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; bis(2,2,6,6-tetramethyl-1-piperidyl)zinc at 70℃; for 15h;
Stage #2: ethyl 2-iodobenzoate With 1,10-Phenanthroline; copper(l) chloride at 20 - 90℃; for 11h;
96%
1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

copper(l) chloride

copper(l) chloride

pentafluoroethylcopper(I)
60007-39-8

pentafluoroethylcopper(I)

Conditions
ConditionsYield
Stage #1: copper(l) chloride With potassium tert-butylate In fluorobenzene; N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Glovebox; Sealed tube;
Stage #2: 1,1,1,2,2-pentafluoroethane In fluorobenzene; N,N-dimethyl-formamide for 2h; Inert atmosphere;
95%
Stage #1: copper(l) chloride With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1,1,1,2,2-pentafluoroethane In fluorobenzene; N,N-dimethyl-formamide for 1h; Reagent/catalyst; Pressure; Inert atmosphere;
95%
Stage #1: copper(l) chloride With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Sealed tube; Inert atmosphere;
Stage #2: 1,1,1,2,2-pentafluoroethane In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere;
Stage #3: With triethylamine tris(hydrogen fluoride) In N,N-dimethyl-formamide for 0.0833333h; Sealed tube; Inert atmosphere;
87%
Stage #1: copper(l) chloride With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1,1,1,2,2-pentafluoroethane In fluorobenzene; N,N-dimethyl-formamide for 2h; Reagent/catalyst; Inert atmosphere;
95 %Spectr.
gallium(III) trichloride

gallium(III) trichloride

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

tetraphenyl phosphonium chloride
2001-45-8

tetraphenyl phosphonium chloride

tetraphenylphosphonium chlorotris(pentafluoroethyl)gallate

tetraphenylphosphonium chlorotris(pentafluoroethyl)gallate

Conditions
ConditionsYield
Stage #1: 1,1,1,2,2-pentafluoroethane With n-butyllithium In diethyl ether; hexane at -80℃; for 0.5h;
Stage #2: gallium(III) trichloride In diethyl ether at -80 - 20℃; for 6.5h;
Stage #3: tetraphenyl phosphonium chloride In diethyl ether for 96h;
95%
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With cyclenphosphorane In chloroform at 25℃; for 4h; Reduction;100%
With tri-n-butyl-tin hydride for 0.5h; Ambient temperature; Irradiation;
bis(perfluoroethyl)sulfone
14930-22-4

bis(perfluoroethyl)sulfone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

perfluoroethanesulfonate sodium salt
2923-21-9

perfluoroethanesulfonate sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol for 0.15h;A n/a
B 100%
Methyl-bis-pentafluorethyl-wismut
1960-24-3

Methyl-bis-pentafluorethyl-wismut

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With sodium hydroxide In water in hot 5n NaOH solution;100%
In water
1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With xenon difluoride; silicon tetrafluoride at 20℃; for 3h; Fluorination;99%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

A

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
In water at 20 - 80℃; for 1.5h; Product distribution / selectivity;A n/a
B 98.8%
bis(perfluoroethyl)sulfone
14930-22-4

bis(perfluoroethyl)sulfone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

potassium perfluoroethanesulfonate
2837-92-5

potassium perfluoroethanesulfonate

Conditions
ConditionsYield
With potassium hydroxide at 80℃;A n/a
B 98%
1,1,1,2-tetrafluoroethane
811-97-2

1,1,1,2-tetrafluoroethane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

Difluoromethane
75-10-5

Difluoromethane

C

trifluoromethan
75-46-7

trifluoromethan

D

Hexafluoroethane
76-16-4

Hexafluoroethane

Conditions
ConditionsYield
With fluorine at 200 - 250℃; Product distribution; Further Variations:; Reagents;A 1.1%
B 0.9%
C 0.4%
D 97.6%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

pentafluoroethylphosphonic acid dipotassium dipotassium fluoride

pentafluoroethylphosphonic acid dipotassium dipotassium fluoride

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at 65 - 120℃; for 2h; Product distribution / selectivity;A 96.1%
B 94.8%
(pentafluoro ethyl) trifluoro silane
354-89-2

(pentafluoro ethyl) trifluoro silane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With sodium hydroxide; water hydrolysis (concentrated aq. NaOH);;95%
With NaOH; H2O hydrolysis (concentrated aq. NaOH);;95%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

bis(pentafluoroethyl)phosphinic acid lithium
277750-74-0

bis(pentafluoroethyl)phosphinic acid lithium

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With lithium hydroxide; water at -10 - 20℃; for 0.25h; Product distribution / selectivity;A 93.7%
B 91.2%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

potassium bis[pentafluorophosphinate]
613232-23-8

potassium bis[pentafluorophosphinate]

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at -5 - 20℃; for 0.25h; Product distribution / selectivity;A 93.2%
B 92.8%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With potassium hydroxide; water at -30 - 210℃; for 2.5 - 8h; Product distribution / selectivity;92.2%
With potassium hydroxide; water In ethanol at 55 - 80℃; for 0.916667h; Product distribution / selectivity;81.3%
tetrakis-(trifluoro vinyl) silane
648-90-8

tetrakis-(trifluoro vinyl) silane

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With alkali; H2O hydrolysis;; CF2CFH isolated as CF2BrCFHBr;;90%
bromopentafluoroethane
354-55-2

bromopentafluoroethane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

2,2,3,3,3-pentafluoro-propane-1,1-diol
422-63-9

2,2,3,3,3-pentafluoro-propane-1,1-diol

Conditions
ConditionsYield
With lead(II) bromide; aluminium at 5℃; for 10h;A n/a
B 89.5%
octafluoro-2-butanone
337-20-2

octafluoro-2-butanone

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid Product distribution; 1.) H2O, reflux, 30 min, 2.) reflux;A 75%
B 87%
trans/cis-dodecafluoro-3,4-epoxyhexane
74728-99-7

trans/cis-dodecafluoro-3,4-epoxyhexane

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

α-methoxyperfluorobutiric acid methyl ester
74067-18-8

α-methoxyperfluorobutiric acid methyl ester

C

α-methoxyperfluorobutiric acid sodium salt
123202-06-2

α-methoxyperfluorobutiric acid sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol for 2h;A 84%
B n/a
C n/a
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

2,2,3,3,3-Pentafluoro-propionaldehyde
422-06-0

2,2,3,3,3-Pentafluoro-propionaldehyde

C

2,2,3,3,3-pentafluoro-N,N-dimethylpropionamide
83599-57-9

2,2,3,3,3-pentafluoro-N,N-dimethylpropionamide

Conditions
ConditionsYield
With lead(II) bromide; aluminium at 5℃; for 4h;A n/a
B 81.2%
C n/a
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

A

pentafluoroethylphosphonic acid barium

pentafluoroethylphosphonic acid barium

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With barium dihydroxide; water at 65 - 150℃; for 2.5h; Product distribution / selectivity;A 59.2%
B 78.3%
1,2,2,2-tetrafluoro-ethanesulfonyl fluoride
2127-74-4

1,2,2,2-tetrafluoro-ethanesulfonyl fluoride

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With antimony pentafluoride at 50 - 60℃;72%
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With hydrogen fluoride; Zr/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;64.9%
With hydrogen fluoride; V/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;61.1%
With hydrogen fluoride; Ca/Cr oxide catalyst at 350℃; under 750.075 Torr; for 0.00347222h;42.5%
Difluoroacetic acid
381-73-7

Difluoroacetic acid

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
With F6Mo at 190℃; for 20h;60%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

diethylamine
109-89-7

diethylamine

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

[(C2H5)2NH2][P(C2F5)3F2H]

[(C2H5)2NH2][P(C2F5)3F2H]

C

C10H12F12NP

C10H12F12NP

D

C6H6F12NP

C6H6F12NP

Conditions
ConditionsYield
at 20℃; for 48h; Inert atmosphere; Schlenk technique;A n/a
B n/a
C 15%
D 57%
Pentafluoroethyl iodide
354-64-3

Pentafluoroethyl iodide

ethyl acrylate
140-88-5

ethyl acrylate

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

Ethyl 4,4,5,5,5-pentafluoropentanoate
136905-36-7

Ethyl 4,4,5,5,5-pentafluoropentanoate

Conditions
ConditionsYield
With [Co(HDm)2Py]Br; zinc In ethanol at 5℃; for 1h;A n/a
B 53%
r-2-pentafluoroethyl-t-3,t-4-difluoro-oxetan
74960-16-0, 75023-12-0, 75023-13-1

r-2-pentafluoroethyl-t-3,t-4-difluoro-oxetan

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

(Z)-2-tetrafluoroethylidene-trans-3,4-difluoro-oxetan

(Z)-2-tetrafluoroethylidene-trans-3,4-difluoro-oxetan

Conditions
ConditionsYield
With potassium hydroxide at 60℃; for 12h; in vacuo;A n/a
B 50%
1,1,2-trifluoroethylene
359-11-5

1,1,2-trifluoroethylene

A

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

B

C2HF7O2Se

C2HF7O2Se

C

C2F8O2Se

C2F8O2Se

D

C2HF13O2Se2

C2HF13O2Se2

Conditions
ConditionsYield
With xenon bis-pentafluoroseleniumoxide at 55℃; for 72h;A n/a
B n/a
C n/a
D 37%

354-33-6Relevant articles and documents

Metal-free dehydrogenation of tri- and diethylamine with (C2F5)3PF2

Bader, Julia,Neumann, Beate,Stammler, Hans-Georg,Ignat'ev, Nikolai,Hoge, Berthold

, p. 12 - 17 (2018)

The reaction of the strong Lewis acid (C2F5)3PF2 with triethylamine leads to an initial hydride abstraction, resulting in the formation of the hydridophosphate anion [P(C2F5)3F2H]? and the iminium ion [CH3CH = NEt2]+. The latter is deprotonated by a second molecule NEt3 which corresponds to a formal hydrogen abstraction from the amine. The resulting nucleophilic enamine is trapped by a second equivalent of (C2F5)3PF2, ultimately yielding the β-aminovinylphosphorane derivative (C2F5)2PF2C2H2NEt2. The β-aminovinylphosphorane reacts with CsF to the corresponding trifluorophosphate derivative, [P(C2F5)2F3C2H2NEt2]?, which hydrolyzes to the aldehyde [P(C2F5)2F3CH2CHO]?, while the reaction with anhydrous HF yields the zwitterionic species [P(C2F5)2F3C2H3NEt2].

-

Young,Fukuhara,Bigelow

, p. 1173 (1940)

-

Preparation of 1,1,1,2-tetrafluoroethane by the vapor-phase catalytic reaction of 1,1,1-trifluoro-2-chloroethane with anhydrous hydrogen fluoride

Quan, Heng-Dao,Yang, Hui-E,Li, Zhong,Ren, Jian-Zhang,Li, Hui-Li

, p. 193 - 199 (2001)

1,1,1,2-Tetrafluoroethane was prepared in 97% selectivity by the vapor-phase catalytic reaction of 1,1,1-trifluoro-2-chloroethane with anhydrous hydrogen fluoride (AHF) over a metal fluoride catalyst (CrF3 and CoF2) supported on porous aluminum fluoride (PAF). The relationship between the crystalline phase transition of porous aluminum fluoride and temperature from 100 to 640°C was investigated by X-ray diffraction.

Price,Kutschke

, p. 2128,2129 (1960)

James et al.

, p. 1761,1763 (1950)

Gas-phase fluorination of fluoroethanes with elemental fluorine

Pashkevich,Mukhortov,Alekseev,Asovich,Rozhdestvenskaya

, p. 1151 - 1155 (2001)

Scientific basis for industrial gas-phase fluorination of fluoroethanes with elemental fluorine allowing production of higher-fluorinated fluoroethanes from lower-fluorinated compounds is developed. 2001 MAIK "Nauka/Interperiodica".

Catalytic performance of nitrogen-doped activated carbon supported Pd catalyst for hydrodechlorination of 2,4-dichlorophenol or chloropentafluoroethane

Tang, Haodong,Xu, Bin,Xiang, Meng,Chen, Xinxin,Wang, Yao,Liu, Zongjian

, (2019/02/24)

Nitrogen-doped activated carbon (N-AC) obtained through the thermal treatment of a mixture of HNO3-pretreated activated carbon (AC) and urea under N2 atmosphere at 600 ?C was used as the carrier of Pd catalyst for both liquid-phase hydrodechlorination of 2,4-dichlorophenol (2,4-DCP) and gas-phase hydrodechlorination of chloropentafluoroethane (R-115). The effects of nitrogen doping on the dispersion and stability of Pd, atomic ratio of Pd/Pd2+ on the surface of the catalyzer, the catalyst’s hydrodechlorination activity, as well as the stability of N species in two different reaction systems were investigated. Our results suggest that, despite no improvement in the dispersion of Pd, nitrogen doping may significantly raise the atomic ratio of Pd/Pd2+ on the catalyst surface, with a value of 1.2 on Pd/AC but 2.2 on Pd/N-AC. Three types of N species, namely graphitic, pyridinic, and pyrrolic nitrogen, were observed on the surface of Pd/N-AC, and graphitic nitrogen was stable in both liquid-phase hydrodechlorination of 2,4-DCP and gas-phase hydrodechlorination of R-115, with pyridinic and pyrrolic nitrogen being unstable during gas-phase hydrodechlorination of R-115. As a result, the average size of Pd nanocrystals on Pd/N-AC was almost kept unchanged after liquid-phase hydrodechlorination of 2,4-DCP, whereas crystal growth of Pd was clearly observed on Pd/N-AC after gas-phase hydrodechlorination of R-115. The activity test revealed that Pd/N-AC exhibited a much better performance than Pd/AC in liquid-phase hydrodechlorination of 2,4-DCP, probably due to the enhanced stability of Pd exposed to the environment resulting from nitrogen doping as suggested by the higher atomic ratio of Pd/Pd2+ on the catalyst surface. In the gas-phase hydrodechlorination of R-115, however, a more rapid deactivation phenomenon occurred on Pd/N-AC than on Pd/AC despite a higher activity initially observed on Pd/N-AC, hinting that the stability of pyridinic and pyrrolic nitrogen plays an important role in the determination of catalytic performance of Pd/N-AC.

On the feasibility of nickel-catalyzed trifluoromethylation of aryl halides

Jover, Jess,Miloserdov, Fedor M.,Benet-Buchholz, Jordi,Grushin, Vladimir V.,Maseras, Feliu

, p. 6531 - 6543 (2015/02/19)

A computational screening of 42 bidentate phosphines (PP) has yielded promising candidates for Ph-CF3 reductive elimination from Ni(II) complexes of the type [(PP)Ni(Ph)(CF3)]. The computed barriers and synthetic accessibility consid

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