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654-70-6

Basic Information
CAS No.: 654-70-6
Name: 4-Amino-2-(trifluoromethyl)benzonitrile
Article Data: 14
Molecular Structure:
Molecular Structure of 654-70-6 (4-Amino-2-(trifluoromethyl)benzonitrile)
Formula: C8H5F3N2
Molecular Weight: 186.136
Synonyms: o-Tolunitrile,4-amino-a,a,a-trifluoro- (7CI,8CI);2-Trifluoromethyl-4-aminobenzonitrile;4-Amino-a,a,a-trifluoro-o-tolunitrile;4-Cyano-3-(trifluoromethyl)aniline;5-Amino-2-cyanobenzotrifluoride;4-amino-2-trifluoromethylbenzonitrile;
EINECS: -0
Density: 1.37 g/cm3
Melting Point: 136-145 °C
Boiling Point: 294.5 °C at 760 mmHg
Flash Point: 131.9 °C
Appearance: white powder
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 20/21/22-36/37/38-43
Safety: 26-36/37/39-45
PSA: 49.81000
LogP: 2.74048
Synthetic route
876322-73-5

4-amino-2-(trifluoromethyl)benzaldehyde

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With ammonium bisulphate; acetic acid In toluene for 16h; Solvent; Reflux;98.9%

4-amino-2-trifluoromethylbenzamide

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With thionyl chloride In toluene at 60℃; for 5h; Temperature; Solvent;92%
557-21-1

zinc(II) cyanide

3-(trifluoromethyl)-4-iodobenzenamine

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With C12H10N(1-)*CH3O3S(1-)*Pd(2+)*C39H32OP2 In tetrahydrofuran; water at 65℃; for 16h; Micellar solution;91%
544-92-3

copper(I) cyanide

393-36-2

4-bromo-3-(trifluoromethyl)aniline

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating;76%
In N,N-dimethyl-formamide
393-36-2

4-bromo-3-(trifluoromethyl)aniline

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
CuCN In dichloromethane; N,N-dimethyl-formamide76%

3-(trifluoromethyl)-4-iodobenzenamine

124-38-9

carbon dioxide

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; copper(I) oxide; phenylsilane; ammonia at 180℃; under 2280.15 Torr; for 20h; Sealed tube; chemoselective reaction;76%
With ammonia; hydrogen; copper diacetate In N,N-dimethyl-formamide at 160℃; for 10h; Sealed tube;74 %Chromat.

copper(l) cyanide

393-36-2

4-bromo-3-(trifluoromethyl)aniline

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 145℃; Inert atmosphere;65%
320-41-2

4-chloro-2-(trifluoromethyl)benzonitrile

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With ammonia at 130℃;
97760-99-1

C10H7F3N2O

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
With hydrogenchloride In ethanol
41513-05-7

N-(4-bromo-3-trifluoromethylphenyl)acetamide

654-70-6

4-amino-2-trifluoromethylbenzonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Pd(dba)2 / dimethylformamide
2: aq. HCl / ethanol
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    CAS 654-70-6 Molecular formula C8H5F3N2 Molecular weight 186.13 Appearance:White crystal powder Storage: Store in

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Specification

The 4-Amino-2-(trifiuoromethyl) benz-imidazole, with its CAS registry number 654-70-6, has the IUPAC name of 4-amino-2-(trifluoromethyl)benzonitrile. For being a kind of white powder, it is usually applied as the pharmaceutic intermediate, such as for the Bicalutamide. When store it, you should keep it in a dry, cool and well-ventilated place, away from the oxidizing materials.

The characteristics of this chemical are as follows: (1)ACD/LogP: 2.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.93; (4)ACD/LogD (pH 7.4): 2.93; (5)ACD/BCF (pH 5.5): 98.69; (6)ACD/BCF (pH 7.4): 98.69; (7)ACD/KOC (pH 5.5): 931.34; (8)ACD/KOC (pH 7.4): 931.35; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 27.03; (13)Index of Refraction: 1.499; (14)Molar Refractivity: 39.92 cm3; (15)Molar Volume: 135.7 cm3; (16)Polarizability: 15.82×10-24 cm3; (17)Surface Tension: 40.7 dyne/cm; (18)Density: 1.37 g/cm3; (19)Flash Point: 131.9 °C; (20)Enthalpy of Vaporization: 53.41 kJ/mol; (21)Boiling Point: 294.5 °C at 760 mmHg; (22)Vapour Pressure: 0.00162 mmHg at 25°C; (23)Exact Mass: 186.040483; (24)MonoIsotopic Mass: 186.040483; (25)Topological Polar Surface Area: 49.8; (26)Heavy Atom Count: 13; (27)Complexity: 227.

Production method of this chemical: 4-bromo-3-trifluoromethyl-aniline could react with hydrogen cyanide; copper(1+) salt to produce 4-Amino-2-(trifiuoromethyl) benz-imidazole. This reaction could happen in the presence of the solvent of dimethylformamide, and it needs 2 hours to react in the condition of heating.

Use of this chemical: 4-Amino-2-(trifiuoromethyl) benz-imidazole, 4-amino-benzenethiol could react with 3-bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione to produce N1-[4-cyano-3-(trifluoromethyl)phenyl]-(2S)-3-[(4-aminophenyl)sulfanyl]-2-hydroxy-2-methylpropanamide. This reaction could happen with the yield of 71%.

When you are dealing with this chemical, you should be very cautious. For one thing, it is harmful which may cause damage to health, and it will be dangerous if by inhalation, in contact with skin and if swallowed. Besides, it irritating to eyes, respiratory system and skin and may cause sensitisation by skin contact. For another thing, it is toxic which may at low levels cause damage to health.

Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1N)C(F)(F)F)C#N
(2)InChI: InChI=1S/C8H5F3N2/c9-8(10,11)7-3-6(13)2-1-5(7)4-12/h1-3H,13H2
(3)InChIKey: PMDYLCUKSLBUHO-UHFFFAOYSA-N