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4-Aminobenzotrifluoride
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Name

4-Aminobenzotrifluoride

 EINECS 207-236-5
CAS No. 455-14-1 Density 1.286 g/cm3
PSA 26.02000 LogP 2.86880
Solubility <0.1 g/100 mL in water Melting Point 3-8 °C
Formula C7H6F3N Boiling Point 190 °C at 760 mmHg
Molecular Weight 161.127 Flash Point 86.7 °C
Transport Information UN 2810 6.1/PG 3 Appearance clear colorless to yellow liquid
Safety 26-45-60-61-36/37/39-36 Risk Codes 25-36-50/53-36/37/38-33-20/21/22
Molecular Structure Molecular Structure of 455-14-1 (4-Aminobenzotrifluoride) Hazard Symbols ToxicT, DangerousN, IrritantXi, HarmfulXn
Synonyms

p-Toluidine,a,a,a-trifluoro-(6CI,7CI,8CI);(4-(Trifluoromethyl)phenyl)amine;1-Amino-4-(trifluoromethyl)benzene;4-(Trifluoromethyl)aniline;4-(Trifluoromethyl)benzenamine;4-Amino-a,a,a-benzotrifluoride;NSC 10337;p-(Trifluoromethyl)aniline;p-Amino-a,a,a-trifluorotoluene;p-Aminobenzotrifluoride;p-Trifluoromethylphenylamine;a,a,a-Trifluoro-p-toluidine;4-Aminotrifluorotoluene;

Article Data 154

4-Aminobenzotrifluoride Synthetic route

402-54-0

p-nitrobenzotrifluoride

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With Zr12(μ3-O)5[(μ3-O)CoCl]8[(μ2-O)2(μ3-O)CoCl]3Li3(triphenyldicarboxylate)9; hydrogen; sodium triethylborohydride In toluene at 110℃; under 30003 Torr; for 42h; Catalytic behavior; Inert atmosphere; Schlenk technique;100%
With hydrazine hydrate In ethanol at 40℃; for 0.5h;99%
With LaCu0.67Si1.33; hydrogen In isopropyl alcohol at 120℃; under 22502.3 Torr; for 54h; Autoclave;99%
368-90-1

4-(trifluoromethyl)phenylhydrazine

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
nickel In methanol for 1h; Heating / reflux;100%
With hydrogen; nickel In methanol at 20℃; under 3750.38 Torr; for 2h;75%
402-43-7

p-trifluoromethylphenyl bromide

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 90℃; under 5171.62 Torr; for 24h; Inert atmosphere;95%
With ammonium hydroxide; copper(l) iodide; potassium carbonate; 4R-4-hydroxyproline In dimethyl sulfoxide at 50℃; for 24h;91%
Stage #1: p-trifluoromethylphenyl bromide With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether		90%
455-13-0

4-Iodobenzotrifluoride

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate In water for 1h; Reflux; Green chemistry;92%
With ammonium hydroxide; caesium carbonate In water for 1h; Catalytic behavior; Reflux;92%
With ammonium hydroxide; caesium carbonate In acetonitrile for 1h; Reflux; Green chemistry;91%
5586-13-0

1-azido-4-(trifluoromethyl)benzene

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With water for 5h; Inert atmosphere; UV-irradiation; Sealed tube; chemoselective reaction;92%
With C36H44CuN8(1+)*BF4(1-) In water; toluene at 100℃; for 20h; Sealed tube; chemoselective reaction;64%
With sodium tetrahydroborate In methanol; water at 20℃; for 0.333333h; Green chemistry;> 99 %Chromat.
With sodium tetrahydroborate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In methanol; water at 20℃; for 0.166667h;
With sodium tetrahydroborate In water at 20℃; for 0.416667h; Green chemistry;> 99 %Chromat.
98-56-6

4-chlorobenzotrifluoride

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
Stage #1: 4-chlorobenzotrifluoride With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 90℃; for 18h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether		88%
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;86%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; ammonia; sodium t-butanolate In 1,4-dioxane at 110℃; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox;62%
75092-01-2

4-trifluoromethylcyclohexanone oxime

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With Pd(OH)x/LDH In N,N-dimethyl acetamide at 150℃; for 1h; Schlenk technique; Inert atmosphere;85%
349-97-3

4-(trifluromethyl)acetanilide

A

455-14-1

4-trifluoromethylphenylamine

B

(4-trifluoromethylphenyl)ethylamine

Conditions
ConditionsYield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); formic acid; bis(trifluoromethanesulfonyl)amide; triethylamine; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 130℃; for 24h;A 79%
B n/a
128796-39-4

4-trifluoromethylphenylboronic acid

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With O-(2,4-dinitrophenyl)hydroxylamine In toluene at 80℃; for 96h; Inert atmosphere;78%
With copper(I) oxide; ammonium hydroxide; oxygen; sodium hydroxide In water at 25℃; for 24h;70%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 5h; Reflux;57%
120120-28-7

4-(triethylsiloxy)-4-(trifluoromethyl)-2,5-cyclohexadien-1-one

455-14-1

4-trifluoromethylphenylamine

Conditions
ConditionsYield
With glycine ethyl ester hydrochloride; sodium hydrogencarbonate In ethanol for 6h; Heating;73%

4-Aminobenzotrifluoride Chemical Properties

Product Name: 4-Aminobenzotrifluoride
Synonyms: TIMTEC-BB SBB003956;P-(TRIFLUOROMETHYL)ANILINE;P-AMINOBENZOTRIFLUORIDE;1-AMINO-4-(TRIFLUOROMETHYL)BENZENE;4-(TRIFLUOROMETHYL)ANILINE;4-AMINOBENZOTRIFLUORIDE;4-AMINO-A,A,A-TRIFLUOROTOLUENE;A,A,A-TRIFLUORO-P-TOLUIDINE
Molecular formula: C7H6F3N
Molar mass: 161.12
EINECS: 207-236-5
Melting point:3-8 °C
Boiling point :83 °C12 mm Hg(lit.)
density:1.283 g/mL at 25 °C(lit.)
refractive index:n20/D 1.483(lit.)
Fp :188 °F
Water Solubility:<0.1 g/100 mL

4-Aminobenzotrifluoride Uses

p-TRIFLUOROMETHYLANILINE  is  a kind of  intermediates in  medicine, dyestuff, pesticide aspect.

4-Aminobenzotrifluoride Toxicity Data With Reference

1.   

mmo-sat 10 mg/L

   ENMUDM    Environmental Mutagenesis. 5 (1983),803.
2.   

mmo-esc 10 mg/L

   ENMUDM    Environmental Mutagenesis. 5 (1983),803.
3.   

ipr-mus LD50:101 mg/kg

   JMCMAR    Journal of Medicinal Chemistry. 17 (1974),900.

4-Aminobenzotrifluoride Consensus Reports

Reported in EPA TSCA Inventory.

4-Aminobenzotrifluoride Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits very toxic fumes of F− and NOx. See also FLUORIDES.
Hazard Codes:  T,  N,  Xi, Xn
Hazard Note: Toxic/Irritant
The Risk Statements information of  p-TRIFLUOROMETHYLANILINE:
25:  Toxic if swallowed 
33:  Danger of cumulative effects 
36:  Irritating to the eyes 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
50/53:  Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
The Safety Statements information of  p-TRIFLUOROMETHYLANILINE:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
60:  This material and/or its container must be disposed of as hazardous waste 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
RTECS: XU9260000

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