4-(Trifluoromethoxy)aniline supplier

Name
4-(Trifluoromethoxy)aniline
EINECS 207-317-5
CAS No. 461-82-5
Article Data23
CAS DataBase
Density 1.34 g/cm³
Solubility
Melting Point
Formula C₇H₆F₃NO
Boiling Point 192.4 °C at 760 mmHg
Molecular Weight 177.126
Flash Point 80.6 °C
Transport Information UN 2941 6.1/PG 3
Appearance Clear yellow liquid
Safety 26-36/37/39-45-36
Risk Codes 24/25-33-38-41-36/37/38-20/21/22
Molecular Structure
Hazard Symbols T, Xi, Xn
Synonyms AMino TrifluoroMethoxybenzene;4-trifluoromethoxy-aniline;4-TRIFLUORO METHOXYLAMINE;p-Trifluoromethoxyaniline;4-aminophenyl trifluoromethyl ether;4-Trifluoromethoxyaniline;Riluzole Related Compound A;4-amino-trifluoromethoxybenzene;4-Trifluoroethoxyaniline;4-trifluoromethoxyaniune;α,α,α-Trifluoro-p-anisidine;4-(trifluoromethoxy)benzeneamine;
PSA 35.25000
LogP 2.74860

Synthetic route

: 456-55-3
1-trifluoromethoxybenzene

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Stage #1: 1-trifluoromethoxybenzene With sodium ferrate(VI); sodium bromide In dimethyl sulfoxide at 95℃; for 4h; Inert atmosphere; Stage #2: With sodium amide In dimethyl sulfoxide at 155℃; under 3040.2 Torr; for 10h; Solvent; Temperature; Reagent/catalyst; Pressure; Inert atmosphere;	98.2%
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C 2: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C View Scheme

: 713-65-5
4-nitrophenyl trifluoromethyl ether

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;	92%
With hydrogen; ShPAK-0.5 In methanol at 44 - 46℃; under 29420.3 - 30891.3 Torr;	89%
With hydrogenchloride; iron In methanol at 60 - 65℃; for 2h;

: N-benzyl-4-(trifluoromethoxy)benzenamine

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;	91%

: 876012-82-7
1‐azido‐4‐(trifluoromethoxy)benzene

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Stage #1: 1‐azido‐4‐(trifluoromethoxy)benzene With hydrazine hydrate for 0.166667h; Inert atmosphere; Stage #2: for 7h; Irradiation; chemoselective reaction;	85%

: 75-46-7
trifluoromethan

: 123-30-8
4-amino-phenol

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With sodium methylate In methanol at 60℃; under 2250.23 Torr; for 4h; Autoclave; Inert atmosphere;	83%

: 407-14-7
1-bromo-4-(trifluoromethoxy)benzene

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere;	82%
Stage #1: 1-bromo-4-(trifluoromethoxy)benzene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -20℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;	62%
Stage #1: 1-bromo-4-(trifluoromethoxy)benzene With magnesium; ethylene dibromide In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -20℃; for 2h; Inert atmosphere;	62%

: 41419-59-4
N-methyl-4-(trifluoromethoxy)aniline

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;	73%

: 82050-00-8
N-2-propynyl-4-(trifluoromethoxy)benzenamine

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With palladium on activated charcoal; ethanolamine In water at 80℃; Inert atmosphere;	61%

: 456-71-3
4-trifluoromethoxybenzamide

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With potassium hydroxide; bromine

: 36823-89-9
4-(Trichloromethoxy)benzoyl chloride

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SbCl5; SbF3 2: aqueous NH3 3: bromine; aqueous KOH View Scheme

: 332-25-2
4-(trifluoromethoxy)benzonitrile

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq.-ethanolic NaOH; aqueous H2O2 2: bromine; aqueous KOH View Scheme

: 100114-88-3
4-cyanophenyl trichloromethyl ether

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SbF3; SbCl5 2: aq.-ethanolic NaOH; aqueous H2O2 3: bromine; aqueous KOH View Scheme

: 330-11-0
4-(trifluoromethoxy)benzoyl fluoride

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous NH3 2: bromine; aqueous KOH View Scheme

: 100-07-2
4-methoxy-benzoyl chloride

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: PCl5; chlorine 2: SbCl5; SbF3 3: aqueous NH3 4: bromine; aqueous KOH View Scheme

: 874-90-8
4-methoxybenzonitrile

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: PCl5; chlorine 2: SbF3; SbCl5 3: aq.-ethanolic NaOH; aqueous H2O2 4: bromine; aqueous KOH View Scheme

: 100-66-3
methoxybenzene

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: chlorine; 4-chlorobenzotrifluoride / 90 - 100 °C / UV-irradiation 2: hydrogen fluoride / 80 °C / 22502.3 - 26252.6 Torr / Inert atmosphere; Autoclave 3: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C 4: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C View Scheme

: 34888-05-6
(trichloromethoxy)benzene

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen fluoride / 80 °C / 22502.3 - 26252.6 Torr / Inert atmosphere; Autoclave 2: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C 3: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C View Scheme

: 1-phenyl-N-(4-(trifluoromethoxy)phenyl)methanimine

: 461-82-5
4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 5 °C 2: formic acid; potassium hydroxide; / ethanol / 1 h / 70 °C View Scheme

: 461-82-5
4-(trifluoromethoxy)aniline

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 501673-86-5
4-(4-trifluoromethoxyaniline)piperidin-1-yl-formic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 18h; Inert atmosphere;	100%

: 461-82-5
4-(trifluoromethoxy)aniline

: 17880-34-1
5-carboethoxypyridine-2-carboxylic acid

: 1437125-50-2
ethyl 6-((4-(trifluoromethoxy)phenyl)carbamoyl)nicotinate

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃;	100%

: 461-82-5
4-(trifluoromethoxy)aniline

: 1583284-79-0
1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-4-chloro-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine

: 1583285-05-5
1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-6-(methylthio)-N-(4-(trifluoromethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Conditions

Conditions	Yield
In ethanol for 12h; Reflux; Inert atmosphere;	100%

: 461-82-5
4-(trifluoromethoxy)aniline

: C16H15FN2O2

: 1-{6-[2-(tert-butyl)phenoxy]-2-fluoropyridin-3-yl}-3-[4-(trifluoromethoxy)phenyl]urea

Conditions

Conditions	Yield
In toluene at 80℃; for 24h; Inert atmosphere;	100%

: 461-82-5
4-(trifluoromethoxy)aniline

: 78755-94-9
5-fluoro-2H-benzo[d][1,3]-oxazine-2,4(1H)-dione

: 2-amino-6-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	100%

: 321-69-7
5-fluoroisatoic anhydride

: 461-82-5
4-(trifluoromethoxy)aniline

: 2-amino-5-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	100%

: 20826-04-4
5-bromo-3-pyridinecarboxylic acid

: 461-82-5
4-(trifluoromethoxy)aniline

: 5-bromo-N-[4-(trifluoromethoxy)phenyl]pyridine-3-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 6h;	100%

: 461-82-5
4-(trifluoromethoxy)aniline

: 1737-06-0
N-(4-(trifluoromethoxy)phenyl)acetamide

Conditions

Conditions	Yield
With acetic anhydride In acetic acid	99.9%

: 461-82-5
4-(trifluoromethoxy)aniline

: 88149-49-9
2,6-dibromo-4-(trifluoromethoxy)aniline

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; sodium bromide at 30 - 55℃; for 3h; Reagent/catalyst;	99.2%
With bromine chloride; triethylamine In chloroform at 35℃; for 12h; Solvent; Reagent/catalyst; Temperature;	90%
With N-Bromosuccinimide In acetonitrile at 20℃; for 12h;	89%
With bromine; acetic acid at 20℃; for 4.5h; Molecular sieve;

: 461-82-5
4-(trifluoromethoxy)aniline

: 503-38-8
trichloromethyl chloroformate

: 35037-73-1
1-isocyanato-4-trifluoromethoxy-benzene

Conditions

Conditions	Yield
In tetrahydrofuran for 0.75h; Reflux;	99%
In tetrahydrofuran for 0.75h; Reflux;	99%
With pyrographite In ethyl acetate Heating;
Stage #1: 4-(trifluoromethoxy)aniline With hydrogenchloride In ethyl acetate Stage #2: trichloromethyl chloroformate In toluene for 2.5h; Reflux; Inert atmosphere;

: 24424-99-5
di-tert-butyl dicarbonate

: 461-82-5
4-(trifluoromethoxy)aniline

: 212696-37-2
tert-butyl N-(4-trifluoromethoxyphenyl)carbamate

Conditions

Conditions	Yield
In toluene at 100℃;	99%
In toluene for 2h; Reflux;	99%
With Amberlyst A21 In neat (no solvent) at 20℃; for 0.416667h; Green chemistry;	92%

: 75-77-4
chloro-trimethyl-silane

: 461-82-5
4-(trifluoromethoxy)aniline

: 4-trifluoromethoxy-N,N-bis(trimethylsilyl)aniline

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -75℃;	99%

: 463-71-8
thiophosgene

: 461-82-5
4-(trifluoromethoxy)aniline

: 64285-95-6
1-isothiocyanato-4-(trifluoromethoxy)benzene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water at 23℃; for 1h;	99%
With sodium hydroxide In chloroform; water at 0℃; for 24h;	72%
With triethylamine In dichloromethane at 20℃; for 1h;

: 461-82-5
4-(trifluoromethoxy)aniline

: 1689-71-0
cis-1,2-diphenyloxirane

: 1113056-76-0
(1S,2S)-1,2-diphenyl-2-(4-(trifluoromethoxy)phenylamino)ethanol

Conditions

Conditions	Yield
With indium(III) triflate; C28H48N4O4 In tetrahydrofuran at 0℃; for 69h; Molecular sieve; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 461-82-5
4-(trifluoromethoxy)aniline

: 1138566-82-1
4,6-dichloro-N-(4-trifluoromethoxyphenyl)-1,3,5-triazin-2-amine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 17h;	99%

: 461-82-5
4-(trifluoromethoxy)aniline

: 4,4′-bis(trifluoromethoxy)azobenzene

Conditions

Conditions	Yield
With pyridine; oxygen; copper; ammonium bromide In toluene at 100℃; under 760.051 Torr;	99%
With copper-manganese spinel oxide In ethyl acetate at 80℃; for 3h;	94%
With Ag/C; potassium hydroxide In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 24h; Catalytic behavior; Green chemistry;	67%

: 461-82-5
4-(trifluoromethoxy)aniline

: 104451-70-9
2,3,6-trifluorobenzaldehyde

: (E)-N-(4-(trifluoromethoxy)phenyl)-1-(2,3,6-trifluorophenyl)methanimine

Conditions

Conditions	Yield
In toluene at 110℃; for 96h; Dean-Stark;	99%

: 437-81-0
2,6-difluorobenzaldehyde

: 461-82-5
4-(trifluoromethoxy)aniline

: (E)-1-(2,6-difluorophenyl)-N-(4-(trifluoromethoxy)phenyl)methanimine

Conditions

Conditions	Yield
In toluene at 110℃; for 96h; Dean-Stark;	99%
In toluene for 96h; Dean-Stark; Reflux;

: 461-82-5
4-(trifluoromethoxy)aniline

: 98-09-9
benzenesulfonyl chloride

: N-(4-(trifluoromethoxy)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 18h; Schlenk technique; Inert atmosphere; Darkness;	99%

: 2406-05-5
3-bromo-3-methyl-2-indolinone

: 461-82-5
4-(trifluoromethoxy)aniline

: (R)-3-methyl-3-((4-(trifluoromethoxy)phenyl)amino)indolin-2-one

Conditions

Conditions	Yield
Stage #1: 3-bromo-3-methyl-2-indolinone With nickel(II) tetrafluoroborate hexahydrate; C42H66N4O8 In ethyl acetate at 35℃; for 0.583333h; Stage #2: With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0℃; for 0.166667h; Stage #3: 4-(trifluoromethoxy)aniline In ethyl acetate at 0℃; for 24h; enantioselective reaction;	99%

: 461-82-5
4-(trifluoromethoxy)aniline

: 805237-13-2
t-butyl 2-diazopropanoate

: (-)-tert-butyl 2-((4-(trifluoromethoxy)phenyl)amino)propanoate

Conditions

Conditions	Yield
With C32H30N4O4; copper(l) chloride In dichloromethane at 0℃; for 18h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	98%

: 461-82-5
4-(trifluoromethoxy)aniline

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

: N-(4-(trifluoromethoxyl)phenyl)formamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry;	98%
With sodium t-butanolate In neat (no solvent) at 20℃; for 3h; Inert atmosphere; Glovebox;	97%

: 461-82-5
4-(trifluoromethoxy)aniline

: 123-06-8
Ethoxymethylenemalononitrile

: 2-[(4-(trifluoromethoxy)phenylamino)methylidene]malononitrile

Conditions

Conditions	Yield
In ethanol at 120℃; for 1h;	98%

: 461-82-5
4-(trifluoromethoxy)aniline

: 79-04-9
chloroacetyl chloride

: 2-chloro-N-(4-(trifluoromethoxy)phenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 2h;	97.79%
With triethylamine In dichloromethane at 0℃; for 4h;
With triethylamine In acetone at 0 - 20℃;

: 461-82-5
4-(trifluoromethoxy)aniline

: 79-22-1
methyl chloroformate

: methyl N-[(4-trifluoromethoxy)phenyl]carbamate

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 0 - 15℃; for 2h;	97.4%
With sodium hydrogencarbonate In dichloromethane; water at 10 - 25℃; for 3h;	95.7%
Stage #1: 4-(trifluoromethoxy)aniline With triethylamine In 1,2-dichloro-ethane at 0℃; for 0.166667h; Stage #2: methyl chloroformate In 1,2-dichloro-ethane at 0 - 20℃;	92.8%

: 641-70-3
3-nitrophthalic acid anhydride

: 461-82-5
4-(trifluoromethoxy)aniline

: N-(4-trifluoromethoxyphenyl)-3-nitrophthalimide

Conditions

Conditions	Yield
In acetic acid	97%

: 461-82-5
4-(trifluoromethoxy)aniline

: 5-methylene-4-phenyl-4-vinyl-1,3-dioxolan-2-one

: C18H14F3NO

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; trifuran-2-yl-phosphane In dichloromethane at 20℃; for 12h;	97%

: 461-82-5
4-(trifluoromethoxy)aniline

: (E)-methyl undeca-1,4-dien-3-yl carbonate

: (Z)-4-(trifluoromethoxy)-N-(undeca-1,3-dien-5-yl)aniline

Conditions

Conditions	Yield
With N,N-diisopropyl-2,4,8,10-tetra(naphthalen-2-yl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 25℃; for 36h; Schlenk technique; Inert atmosphere; regioselective reaction;	97%

: 38267-96-8
6-bromo-4-chloroquinozoline

: 461-82-5
4-(trifluoromethoxy)aniline

: 6-bromo-N-(4-(trifluoromethoxy)phenyl)quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol at 90℃; for 4h;	96.1%

4-(Trifluoromethoxy)aniline Specification

4-(Trifluoromethoxy)aniline, its cas register number is 461-82-5. It also can be called ALPHA,ALPHA,ALPHA-TRIFLUORO-P-ANISIDINE; AKOS B016000; 4-(TRIFLUOROMETHOXY)ANILINE; 4-TRIFLUOROMETHOXY-PHENYLAMINE; TIMTEC-BB SBB001667; 4-Trifluoroethoxyaniline; 4-trifluoromethoxyaniune; p-Trifluoromethoxyaniline. It belongs to the Product Categories of Trifluoroanisole series; Trifluoromethoxybenzene Series; Anilines, Aromatic Amines and Nitro Compounds; Amines; Phenyls & Phenyl-Het; Phenyls & Phenyl-Het; Pharmaceutical Intermediate; Building Blocks; C7; Chemical Synthesis; Nitrogen Compounds; Organic Building Blocks. 4-(Trifluoromethoxy)aniline is a clear yellow liquid. It is used to synthesize medicine which containing FLUORINE, and also synthesize pesticide intermediates.

Physical properties about 4-(Trifluoromethoxy)aniline are: (1)ACD/LogP: 1.979; (2)ACD/LogD (pH 5.5): 1.97; (3)ACD/LogD (pH 7.4): 1.98; (4)ACD/BCF (pH 5.5): 18.48; (5)ACD/BCF (pH 7.4): 18.80; (6)ACD/KOC (pH 5.5): 279.33; (7)ACD/KOC (pH 7.4): 284.19; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.481 ; (12)Molar Refractivity: 37.624 cm³; (13)Molar Volume: 132.107 cm³; (14)Polarizability: 14.916 10-24cm³; (15)Surface Tension: 31.6709995269775 dyne/cm; (16)Density: 1.341 g/cm³; (17)Flash Point: 80.556 °C; (18)Enthalpy of Vaporization: 42.858 kJ/mol; (19)Boiling Point: 192.383 °C at 760 mmHg; (20)Vapour Pressure: 0.490000009536743 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H6F3NO/c8-7(9,10)12-6-3-1-5(11)2-4-6/h1-4H,11H2;
(2)InChIKey=XUJFOSLZQITUOI-UHFFFAOYSA-N;
(3)SmilesNc1ccc(OC(F)(F)F)cc1;

Product Name

4-(Trifluoromethoxy)aniline

Synthetic route

4-(Trifluoromethoxy)aniline Specification

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