• Name

  Trifluoro-p-tolunitrile

• EINECS 207-239-1
• CAS No. 455-18-5
• Article Data246
• CAS DataBase
• Density 1.29 g/cm³
• Solubility Insoluble in water
• Melting Point 39-41 °C(lit.)
• Formula C₈H₄F₃N
• Boiling Point 183.2 °C at 760 mmHg
• Molecular Weight 171.122
• Flash Point 71.7 °C
• Transport Information UN 1325 4.1/PG 2
• Appearance white to light yellow crystal powder
• Safety 36/37-45-36
• Risk Codes 20/21/22
• Molecular Structure
• Hazard Symbols Xn
• Synonyms p-Tolunitrile,a,a,a-trifluoro-(7CI,8CI);4-(Trifluoromethyl)benzonitrile;4-Cyano-a,a,a-trifluorotoluene;4-Trifluoromethyl-1-cyanobenzene;p-(Trifluoromethyl)benzonitrile;p-(Trifluoromethyl)cyanobenzene;p-Cyanobenzotrifluoride;a,a,a-Trifluoro-p-tolunitrile;
• PSA 23.79000
• LogP 2.57708

Synthetic route

455-19-6

4-Trifluoromethylbenzaldehyde

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; O-benzenesulfonyl-acetohydroxamic acid ethyl ester In dichloromethane at 23℃; for 24h; Inert atmosphere;	99%
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 25℃; for 0.00277778h; Schmidt Reaction; Flow reactor;	95%
With hydroxylamine hydrochloride In methanol; water at 20℃; for 14h; Irradiation;	94%

349-95-1

4-(trifluoromethyl)benzylic alcohol

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
Stage #1: 4-(trifluoromethyl)benzylic alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;	99%
With 1,4-diaza-bicyclo[2.2.2]octane; TEMPOL; ammonia; copper(l) chloride In water; acetonitrile at 20℃; for 24h;	83%
With potassium phosphate; ammonium formate In acetonitrile at 115℃; for 16h; Sealed tube; Green chemistry;	74%

402-43-7

p-trifluoromethylphenyl bromide

K4[Fe(CN)6]

K4[Fe(CN)6]

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With sodium carbonate; palladium diacetate at 140℃; for 16h;	98%
With sodium carbonate; palladium diacetate at 120℃; for 16h;	94%
With copper(l) iodide; 1,10-Phenanthroline In N,N-dimethyl acetamide at 140℃; for 24h;	75%
With sodium carbonate; potassium iodide; N,N`-dimethylethylenediamine; copper(II) bis(tetrafluoroborate) In N,N-dimethyl acetamide at 140℃; for 16h;	73%
With palladium diacetate; sodium carbonate In N,N-dimethyl acetamide at 120℃; for 2h;	90 % Chromat.

C15H10F3NO2

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With iron(III) chloride; 2,4-Xylenol In chloroform at 20℃; for 0.05h;	96%
With iron(III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene at 20℃; for 0.0833333h; Schlenk technique;	82%

potassium trimethoxy(trifluoromethyl)boranuide

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline In dimethyl sulfoxide at 60℃; for 16h; Inert atmosphere;	95%

3300-51-4

p-Trifluoromethylbenzylamine

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; under 760.051 Torr; for 15h; Reagent/catalyst;	92%
With pyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; for 12h; Inert atmosphere;	89%
With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide In dichloromethane at 20℃; for 12h; Green chemistry;	86%

402-43-7

p-trifluoromethylphenyl bromide

557-21-1

dicyanozinc

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With triphenylphosphine; zinc; palladium on activated charcoal In N,N-dimethyl acetamide for 20h; Heating;	91%
With 1,1'-bis-(diphenylphosphino)ferrocene; polymethylhydrosiloxane; palladium diacetate In water at 80℃; for 1.5h;	61%

zinc cyanide

98-56-6

4-chlorobenzotrifluoride

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; zinc In N,N-dimethyl-formamide at 110℃; for 1h; Inert atmosphere;	91%

81290-20-2

(trifluoromethyl)trimethylsilane

873-74-5

4-Aminobenzonitrile

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
Stage #1: 4-Aminobenzonitrile With tert.-butylnitrite; toluene-4-sulfonic acid In acetonitrile at 20℃; for 0.5h; Sandmeyer Reaction; Inert atmosphere; Stage #2: (trifluoromethyl)trimethylsilane With copper(I) thiocyanate; caesium carbonate In acetonitrile at 20℃; for 0.202833h; Sandmeyer Reaction; Inert atmosphere;	91%

3058-39-7

4-iodobenzonitrile

Cu(2+)*2C2F3O4S(1-)

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With copper In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;	90%

128796-39-4

4-trifluoromethylphenylboronic acid

94-05-3

ethyl (ethoxymethylene)cyanoacetate

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(l) iodide In N,N-dimethyl-formamide at 130℃; for 24h;	90%

557-21-1

zinc(II) cyanide

402-43-7

p-trifluoromethylphenyl bromide

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 85℃; Sealed tube;	90%

98-56-6

4-chlorobenzotrifluoride

potassium ferrocyanide

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1-methyl-pyrrolidin-2-one at 170℃; for 11h; Reagent/catalyst; Temperature; Inert atmosphere;	90%
With tetra(adamantyl)biphosphine; palladium diacetate; sodium carbonate In 1-methyl-pyrrolidin-2-one at 160℃; for 16h; Inert atmosphere;	81 %Chromat.

402-43-7

p-trifluoromethylphenyl bromide

77287-34-4, 77287-35-5, 60100-09-6

formamide

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine; palladium on activated charcoal; potassium carbonate; triphenylphosphine at 25 - 130℃; for 12.1667h;	90%
With [2,2]bipyridinyl; aluminum (III) chloride; nickel(II) acetylacetonate; zinc(II) oxide In 1,2-dimethoxyethane at 145℃; for 12h;	66%

477886-85-4

5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazole

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With sodium t-butanolate In N,N-dimethyl-formamide at 20℃; for 8h;	89%

623-00-7

4-bromobenzenecarbonitrile

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With dilithium tetrabromocuprate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; Ir(2-(2,4-difluorophenyl)-5-fluoropyridine)2(4,4'-di(trifluoromethyl)-2,2'-bipyridyl)PF6; sodium carbonate In acetone at 35℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; Irradiation;	89%

3058-39-7

4-iodobenzonitrile

N-methyl-2-phenyl-2-trifluoromethylbenzimidazoline

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With potassium carbonate; copper(l) chloride at 60℃; for 48h; Inert atmosphere;	89%
With copper(l) iodide; 4,4'-Dimethoxy-2,2'-bipyridin; potassium carbonate In benzonitrile at 90℃; for 48h;	73 %Spectr.

3058-39-7

4-iodobenzonitrile

N-methyl-2-(4-methoxyphenyl)-2-trifluoromethylbenzimidazoline

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With potassium carbonate; copper(l) chloride In benzonitrile at 60℃; for 48h;	88%

402-43-7

p-trifluoromethylphenyl bromide

C4H2Cl2N4O*ClH

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
With palladium on activated charcoal; potassium carbonate; triphenylphosphine at 25 - 130℃; for 12.1667h;	88%

402-43-7

p-trifluoromethylphenyl bromide

75-86-5

2-hydroxy-2-methylpropanenitrile

455-18-5

4-CF3C6H4CN

Conditions

Conditions	Yield
Stage #1: p-trifluoromethylphenyl bromide With copper(l) iodide; 1,10-Phenanthroline; potassium iodide In N,N-dimethyl-formamide at 110℃; for 6h; Stage #2: 2-hydroxy-2-methylpropanenitrile With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 110℃; for 60h;	87%
With 1-Butylimidazole; copper(l) iodide; sodium carbonate In o-xylene at 150℃; for 21h; Inert atmosphere; Pressure tube;	71%
With N,N,N,N,-tetramethylethylenediamine; 1,5-bis-(diphenylphosphino)pentane; sodium carbonate; palladium diacetate In N,N-dimethyl acetamide at 100℃; for 21h;	100 % Chromat.

455-18-5

4-CF3C6H4CN

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

4,4,5,5-tetramethyl-N-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(trifluoromethyl)-benzyl)-1,3,2-dioxaborolan-2-amine

Conditions

Conditions	Yield
With silver hexafluoroantimonate at 60℃; for 12h; Inert atmosphere; Glovebox;	99%
With manganese(II) triflate bis-acetonitrile solvate; potassium tert-butylate In benzene-d6 at 20℃; for 3h; Inert atmosphere; Glovebox;	99%
With C26H50N6Zn2 In neat (no solvent) at 60℃; Schlenk technique; Glovebox;	98%

455-18-5

4-CF3C6H4CN

100-44-7

benzyl chloride

N-benzyl-4-trifluoromethylbenzamide

Conditions

Conditions	Yield
With iron(II) chloride tetrahydrate In neat (no solvent) at 80℃; for 1h; Ritter Amidation;	99%
With zinc perchlorate In neat (no solvent) at 80℃; for 2h; Ritter Amidation;	98%

455-18-5

4-CF3C6H4CN

184778-31-2, 22179-86-8, 1219624-50-6

(Z)-N'-hydroxy-4-(trifluoromethyl)benzimidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; potassium tert-butylate In methanol; toluene at 75 - 80℃; for 17h;	98%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 20℃; for 15h;	95%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 20℃; for 15h;	95%

455-18-5

4-CF3C6H4CN

107428-05-7

dimethyl 2,2-di(but-2-yn-1-yl)malonate

dimethyl 1,4-dimethyl-3-(4-(trifluoromethyl)phenyl)-5H-cyclopenta[c]pyridine-6,6(7H)-dicarboxylate

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 20℃; for 3h; Inert atmosphere;	98%
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene In toluene at 20℃; for 2h;	94%

455-18-5

4-CF3C6H4CN

22179-86-8

N-hydroxy-4-(trifluoromethyl)benzimidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol; water at 100℃; for 3h;	98%
With hydroxylamine In ethanol; water at 20℃; Reflux;	93%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 6h; Reflux;	92%

455-18-5

4-CF3C6H4CN

274-07-7

benzo[1,3,2]dioxaborole

N-(benzo[d][1,3,2]dioxaborol-2-yl)-N-(4-(trifluoromethyl)benzyl)benzo[d][1,3,2]dioxaborol-2-amine

Conditions

Conditions	Yield
With C29H28Cl2N2Ti In neat (no solvent) at 65℃; for 10h; Schlenk technique; Inert atmosphere; Glovebox; chemoselective reaction;	98%
With nickel(II) bis(2,2,6,6-tetramethylheptane-3,5-dionate) In benzene at 20℃; for 18h;	85%
With [κ2-{2-F-C6H4NP(Se)Ph2}2Al(Me)] In neat (no solvent) at 60℃; for 5h; Schlenk technique; Glovebox; Inert atmosphere; chemoselective reaction;	92 %Spectr.

455-18-5

4-CF3C6H4CN

280-64-8

9-bora-bicyclo[3.3.1]nonane

C16H19BF3N

Conditions

Conditions	Yield
With C33H47O2PRuSi2 In tetrahydrofuran-d8 at 40℃; for 0.5h; Inert atmosphere; Schlenk technique;	98%

455-18-5

4-CF3C6H4CN

methyl 2-diazo-2-(fluorosulfonyl)acetate

5-methoxy-2-(4-(trifluoromethyl)phenyl)oxazole-4-sulfonyl fluoride

Conditions

Conditions	Yield
Stage #1: 4-CF3C6H4CN With dirhodium tetraacetate In chloroform at 70℃; Stage #2: methyl 2-diazo-2-(fluorosulfonyl)acetate In chloroform at 70℃; for 12h;	98%

67-56-1

methanol

455-18-5

4-CF3C6H4CN

56108-08-8

4-Trifluoromethyl-benzimidic acid methyl ester; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether at 0 - 5℃;	97%
With hydrogenchloride In diethyl ether at 3 - 4℃;

455-18-5

4-CF3C6H4CN

75-65-0

tert-butyl alcohol

91888-96-9

N-(tert-butyl)-4-(trifluoromethyl)benzamide

Conditions

Conditions	Yield
With H-form microporous zeolite Y nanoparticle assemblies at 120℃; for 12h; Ritter Amidation; Inert atmosphere;	97%
With bismuth(lll) trifluoromethanesulfonate; water In nitrobenzene Ritter reaction;	95%
With aluminum potassium sulfate dodecahydrate In neat (no solvent) at 100℃; for 2.5h; Ritter Amidation;	80%

75687-68-2

3-tert-butyltitanacyclobutane

455-18-5

4-CF3C6H4CN

(C5H5)2Ti(C3H2N2)(C6H4CF3)2

Conditions

Conditions	Yield
In benzene (Ar); Ti compd. in benzene was stirred with CF3C6H4CN (1:2,0 mol) at 50°C for 5,5 h; removal of solvent yielded the product;	97%

Trifluoro-p-tolunitrile Chemical Properties

Trifluoro-p-tolunitrile Safety Profile

Trifluoro-p-tolunitrile Specification