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inquiryPentafluorobenzonitrile Basic information Product Name: Pentafluorobenzonitrile Synonyms: Pentafluorobenzonitrile for synthesis;2,3,4,5,6-PENTAFLUORO BENZONITRILE;LABOTEST-BB LT00159675;Pentefluorobenzonitrile;pentaflurobrombenzene;Pentafluorob
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inquiryName:Pentafluorobenzonitrile CAS No.: 773-82-0 Molecular Formula: C7F5N Molecular Weight: 193.07 MolecularStructure: Appearance: Colorless liquid Appearance:Clear colorless to yellow liquid Storage: Preserve in well-closed, light-resist
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Pentafluorobenzonitrile Basic information Product Name: Pentafluorobenzonitrile Synonyms: Pentafluorobenzonitrile for synthesis;2,3,4,5,6-PENTAFLUORO BENZONITRILE;LABOTEST-BB LT00159675;Pentefluorobenzonitrile;pentaflurobrombenzene;Pentafluoro
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquirypentachlorobenzonitrile
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
With potassium fluoride at 320 - 340℃; under 7500.75 Torr; for 20h; Temperature; Concentration; Pressure; Autoclave; Inert atmosphere; | 98.7% |
With potassium fluoride; tetrabutyl ammonium fluoride In toluene at 220℃; Reagent/catalyst; | 90.4% |
With potassium fluoride In benzonitrile at 230℃; for 30h; Temperature; Concentration; | |
With potassium fluoride at 110 - 120℃; for 10h; Time; Inert atmosphere; | 270 kg |
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; for 30h; Kinetics; Inert atmosphere; Schlenk technique; Sealed tube; | 95% |
Conditions | Yield |
---|---|
In dichloromethane-d2 at 50℃; for 12h; Glovebox; | A 92% B n/a |
perfluorobenzaldehyde
A
Pentafluorobenzonitrile
B
2,3,4,5,6-pentafluorobenzamide
Conditions | Yield |
---|---|
With [Ru(η6-C6Me6)Cl2(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate In water at 100℃; for 7h; Reagent/catalyst; Inert atmosphere; Sealed tube; Green chemistry; | A n/a B 90% |
Conditions | Yield |
---|---|
With ammonia at 5℃; for 3h; Temperature; Autoclave; | 86% |
2,3,4,5,6-pentafluorobenzaldehyde oxime
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
With [PdCl2{κ2-(P,N)-2-Ph2PC6H4CH=NOH}] In acetonitrile at 100℃; for 24h; Catalytic behavior; Temperature; Inert atmosphere; Sealed tube; | 82% |
pentachlorobenzonitrile
A
Pentafluorobenzonitrile
B
2,4,6-trifluoro-3,5-dichlorobenzonitrile
Conditions | Yield |
---|---|
With potassium fluoride In benzonitrile at 320 - 340℃; for 12 - 18h; Product distribution / selectivity; | A 76.9% B 3% |
O,N-bis-(trifluoroacetyl)-hydroxylamine
perfluorobenzaldehyde
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
With pyridine In benzene heating on water bath, 3 h; washing with 2.5 N NaOH, 5 N HCl and NaHSO3; | 75% |
With pyridine In benzene heating on water bath, 3 h; washing with 2.5 N NaOH, 5 N HCl and NaHSO3; | 75% |
pentachlorobenzonitrile
A
Pentafluorobenzonitrile
B
3-chloro-2,4,5,6-tetrafluorobenzonitrile
Conditions | Yield |
---|---|
heating to 350°C, 20 h in autoclave; distn.; | A 70% B 9% |
heating to 350°C, 20 h in autoclave; distn.; | A 70% B 9% |
heating to 480°C, 20 h in autoclave; distn.; | A 47% B 9% |
heating to 480°C, 20 h in autoclave; distn.; | A 47% B 9% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide refluxing; | 65% |
With iron(III) chloride In N,N-dimethyl-formamide heating at 147-158°C, 13 h; after then with FeCl3 at 100°C, 0.5 h; | |
With FeCl3 In N,N-dimethyl-formamide heating at 147-158°C, 13 h; after then with FeCl3 at 100°C, 0.5 h; |
pentachlorobenzonitrile
A
Pentafluorobenzonitrile
B
3-chloro-2,4,5,6-tetrafluorobenzonitrile
C
2,4,6-trifluoro-3,5-dichlorobenzonitrile
Conditions | Yield |
---|---|
heating to 300°C, 40 h in autoclave; distn.; | A 3% B 12% C 64% |
heating to 300°C, 40 h in autoclave; distn.; | A 3% B 12% C 64% |
2,3,4,5,6-pentafluorophenylmagnesium bromide
phenyl cyanate
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
In diethyl ether at -15℃; for 2h; | 45% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide heating at 150°C, 48 h; | 5% |
Conditions | Yield |
---|---|
With phosphorus pentoxide at 200℃; | |
With phosphorus pentoxide at 200 - 250℃; for 1.25h; |
undecafluorocyclohexanecarbonitrile
A
Pentafluorobenzonitrile
B
perfluoro(methylcyclohexane)
C
nonafluorocyclohex-1-enecarbonitrile
Conditions | Yield |
---|---|
With iron(III) oxide at 400 - 435℃; | A 0.04 g B 0.03 g C 0.68 g |
benzonitrile
A
Pentafluorobenzonitrile
B
perfluorocyclohexane
C
2-fluorobenzonitrile
D
undecafluorocyclohexanecarbonitrile
Conditions | Yield |
---|---|
With caesium tetrafluorocobaltate(III) at 300℃; for 1.5h; Product distribution; fluorination of benzonitriles over caesium tetrafluorocobaltate(III) at elevates temperatures; | A 0.28 g B 0.22 g C 0.03 g D 0.99 g |
With caesium tetrafluorocobaltate(III) at 300℃; for 1.5h; Yields of byproduct given; | A 0.28 g B 0.22 g C 0.03 g D n/a |
With caesium tetrafluorocobaltate(III) at 300℃; for 1.5h; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
at 147 - 158℃; |
Conditions | Yield |
---|---|
With O,N-bis-(trifluoroacetyl)-hydroxylamine |
1,2,3,4,5-pentafluoro-6-iodobenzene
copper(I) cyanide
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
at 160℃; |
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
In methanol at 50.1℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With pyridine |
di-tert-butyl peroxide
A
1-dodecene
B
Dodecanal
C
Pentafluorobenzonitrile
D
tert-butyl alcohol
Conditions | Yield |
---|---|
In benzene Product distribution; Disproportionation; Photolysis; |
di-tert-butyl peroxide
A
perfluorobenzaldehyde
B
Pentafluorobenzonitrile
C
tert-butyl alcohol
Conditions | Yield |
---|---|
With di-tert-butyl peroxide for 24h; Product distribution; Irradiation; |
Conditions | Yield |
---|---|
With potassium fluoride; potassium hydroxide In benzonitrile at 315℃; for 18h; |
Conditions | Yield |
---|---|
With iron(III) chloride In N,N-dimethyl-formamide heating at 147-158°C, 13 h; after then with FeCl3 at 100°C, 0.5 h; | |
In pyridine heating at 150°C (becomes black), 5 min; distn.; | |
In pyridine heating at 150°C (becomes black), 5 min; distn.; | |
With FeCl3 In N,N-dimethyl-formamide heating at 147-158°C, 13 h; after then with FeCl3 at 100°C, 0.5 h; | |
In pyridine heating at 150°C (becomes black), 5 min; distn.; |
Conditions | Yield |
---|---|
In benzene-d6 at 20℃; for 360h; Inert atmosphere; |
pentafluoro(difluoroiodo)benzene
A
Pentafluorobenzonitrile
B
1,2,3,4,5-pentafluoro-6-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloromethane / 1 h 2: dichloromethane / 0.37 h / 20 °C 3: dichloromethane / 94 °C / Sealed tube; Inert atmosphere View Scheme |
C12F10I(1+)*F(1-)
A
Pentafluorobenzonitrile
B
1,2,3,4,5-pentafluoro-6-iodobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 0.37 h / 20 °C 2: dichloromethane / 94 °C / Sealed tube; Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
In dichloromethane at 94℃; Sealed tube; Inert atmosphere; |
(pentamethylcyclopentadienyl)(dicarbonyl)iridium(I)
Pentafluorobenzonitrile
water
Conditions | Yield |
---|---|
at 20℃; Inert atmosphere; Schlenk technique; Molecular sieve; Irradiation; | 100% |
In water (Ar); Schlenk technique or Carius tube; F ligand and H2O were added to Ir complex in tube; degassed by freeze-pump-thaw; stirred at room temp.; filtered; solvent removed (vac.); hexane/CH2Cl2 added to supernatant; slowly evapd.; combined; elem. anal.; | 99% |
Pentafluorobenzonitrile
6-pentafluorophenyl-1,3,2,4,5-dioxadithiazine-2,2,4,4-tetroxide
Conditions | Yield |
---|---|
With sulfur trioxide at 20℃; for 24h; | 99% |
Pentafluorobenzonitrile
2,6-bis(pentafluorophenyl)-1,4,3,5-oxathiadiazine-4,4-dioxide
Conditions | Yield |
---|---|
With sulfur trioxide at 65℃; for 12h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 82℃; for 17h; Inert atmosphere; Industrial scale; | 99% |
With potassium carbonate In acetonitrile at 82℃; for 17h; Inert atmosphere; Industrial scale; | 99% |
Pentafluorobenzonitrile
ethyl 2-cyanoacetate
ethyl 2-cyano-2-(4-cyanoperfluorophenyl)acetate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h; | 99% |
Conditions | Yield |
---|---|
In chloroform at 20℃; for 1.5h; | 99% |
Pentafluorobenzonitrile
dimethyl amine
4-(dimethylamino)-2,3,5,6-tetrafluorobenzonitrile
Conditions | Yield |
---|---|
In benzene | 98% |
In benzene | 98% |
In nitromethane | |
In nitromethane |
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 20℃; for 72h; | 98% |
In nitromethane |
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran for 10h; Heating; | 98% |
Pentafluorobenzonitrile
methylamine
B
N-Methyl-p-cyanotetrafluoroaniline
Conditions | Yield |
---|---|
In nitromethane | A <1 B 98% |
In nitromethane | A <1 B 98% |
In benzene at 20°C, 5 min; | A 6% B 94% |
In benzene at 20°C, 5 min; | A 6% B 94% |
Pentafluorobenzonitrile
4-amino-2,3,5,6-tetrafluorobenzonitrile
Conditions | Yield |
---|---|
With ammonium hydroxide In acetonitrile at 20℃; for 10h; Cooling with ice; | 98% |
With ammonium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In ethyl acetate at -15 - -5℃; for 10h; Large scale; | 98% |
With ammonia In water; ethyl acetate at 20℃; for 6h; | 93% |
Pentafluorobenzonitrile
(+)-usnic acid
Conditions | Yield |
---|---|
Stage #1: (+)-usnic acid With potassium carbonate In N,N-dimethyl-formamide at 20 - 45℃; Stage #2: Pentafluorobenzonitrile | 98% |
1,5-dioxaspiro[5.5]undecane-2,4-dione
Pentafluorobenzonitrile
N-ethyl-N,N-diisopropylamine
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 7h; | 98% |
Pentafluorobenzonitrile
A
2,3,5,6-tetrafluorobenzonitrile
B
2,3,4,5-tetrafluorobenzonitrile
Conditions | Yield |
---|---|
With tetrabutylammonium triphenyldifluorosilicate; HSiPh3 In tetrahydrofuran; benzene-d6 at 20℃; for 8h; Inert atmosphere; Sealed tube; | A 97% B 3% |
With 4,5-bis-(di-tert-butyl-phosphanyl)-9,9-dimethyl-9H-xanthene; [t-BuXantphosAu]+[Cl-Au-Cl]-; diphenylsilane; acetic acid In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere; | |
With Dimethylphenylsilane; o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In tetrahydrofuran for 12h; Inert atmosphere; Reflux; Overall yield = 100 %Spectr.; regioselective reaction; |
Pentafluorobenzonitrile
4-azido-2,3,5,6-tetrafluorobenzonitrile
Conditions | Yield |
---|---|
With sodium azide; copper(II) acetate monohydrate In acetonitrile at 20℃; Schlenk technique; | 97% |
With sodium azide; N,N,N,N-tetraethylammonium tetrafluoroborate In water; N,N-dimethyl-formamide at 25℃; for 4h; Reagent/catalyst; | 95% |
With sodium azide In water; acetone at 70℃; for 0.25h; Reflux; Microwave irradiation; | 90% |
With sodium azide In water; acetone at 85℃; for 6h; | 65% |
With sodium azide In water; acetone at 85℃; for 6h; | 65% |
Conditions | Yield |
---|---|
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: Pentafluorobenzonitrile In tetrahydrofuran; mineral oil at 20℃; for 12h; Inert atmosphere; | 97% |
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: Pentafluorobenzonitrile In tetrahydrofuran at 20℃; for 24h; Schlenk technique; Inert atmosphere; | 95% |
With potassium tert-butylate In dichloromethane; N,N-dimethyl-formamide for 6h; Inert atmosphere; | 90% |
With potassium carbonate In dimethyl sulfoxide at 20 - 150℃; for 24h; Inert atmosphere; | 61% |
Conditions | Yield |
---|---|
In benzene (Ar); Ti compd. in benzene was stirred with C6F5CN (1:2,0 mol) at 50°C for 5,5 h; removal of solvent yielded the product; | 96% |
Conditions | Yield |
---|---|
Stage #1: piperidine; carbon disulfide With potassium phosphate In dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Green chemistry; Stage #2: Pentafluorobenzonitrile In dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Green chemistry; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; Benzyl-isopropyl-amin With potassium phosphate In dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Green chemistry; Stage #2: Pentafluorobenzonitrile In dimethyl sulfoxide at 20℃; for 2h; Schlenk technique; Green chemistry; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
With nickel(II) chloride hexahydrate In toluene at 100℃; for 16h; Schlenk technique; Glovebox; | 96% |
Pentafluorobenzonitrile
1-phenyl-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one
Conditions | Yield |
---|---|
Stage #1: Pentafluorobenzonitrile; 1-phenyl-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one With sodium carbonate In 1,4-dioxane at 85℃; for 4h; Stage #2: With caesium carbonate In 1,4-dioxane for 2.5h; Reflux; | 96% |
Conditions | Yield |
---|---|
With sulfuric acid In water at 155℃; for 2h; Temperature; | 95.3% |
With sulfuric acid In water at 145 - 165℃; for 15h; | |
With sulfuric acid hydrolysis at 180°C, with 75 % H2SO4; |
Conditions | Yield |
---|---|
With [OsCl2(η6-p-cymene)(PMe2OH)]; water at 80℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Sealed tube; | 95% |
With fac-[(CO)3Mn(iPr2P(CH2)2PiPr2)(triflato)]; water In tetrahydrofuran at 100℃; for 18h; Glovebox; Inert atmosphere; Schlenk technique; | 94% |
With N-ethyl-N-hydroxy-ethanamine; water; copper diacetate In ethanol at 35℃; for 3h; | 92% |
dimethylbis(η5-pentamethylcyclopentadienyl)thorium
Pentafluorobenzonitrile
(C5(CH3)5)2Th(NC(CH3)C6F5)2
Conditions | Yield |
---|---|
In toluene dropwise addn. of soln. of nitrile in toluene to a stirred soln. of (C5Me5)2ThMe2 in toluene under inert atmosphere, stirring at room temp. for 14 h; removal of volatiles in vac., dissolution in pentane, hot filtration through Celite, isolation of product from filtrate, drying under reduced pressure; | 95% |
Pentafluorobenzonitrile
p-cyanophenyl n-dodecanoate
A
n-Dodecanoyl fluoride
Conditions | Yield |
---|---|
With hydridotetakis(triphenylphosphine)rhodium(I); cis-1,2-bis-(diphenylphosphino)ethene In chlorobenzene for 2h; Inert atmosphere; Reflux; | A 95% B n/a |
Pentafluorobenzonitrile
1-(4-bromophenyl)-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one
Conditions | Yield |
---|---|
Stage #1: Pentafluorobenzonitrile; 1-(4-bromophenyl)-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one With caesium carbonate In 1,4-dioxane at 85℃; for 3h; Stage #2: With caesium carbonate In 1,4-dioxane for 2.5h; Reflux; | 95% |
Pentafluorobenzonitrile
Conditions | Yield |
---|---|
With dithionitronium hexafluoroarsenate for 3h; Ambient temperature; | 94% |
Pentafluorobenzonitrile
disodiumtetrafluorohydroquinone
1,4-bis(4'-cyano-2,3,5,6-tetrafluorophenoxytetrafluoro)benzene
Conditions | Yield |
---|---|
In acetone at 20°C, 12 d; | 94% |
In acetone at 20°C, 12 d; | 94% |
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