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328-93-8

Basic Information
CAS No.: 328-93-8
Name: 2,5-Bis(trifluoromethyl)aniline
Article Data: 9
Molecular Structure:
Molecular Structure of 328-93-8 (2,5-Bis(trifluoromethyl)aniline)
Formula: C8H5F6N
Molecular Weight: 229.125
Synonyms: 2,5-Xylidine,a,a,a,a',a',a'-hexafluoro- (7CI,8CI);2,5-Di(trifluoromethyl)aniline;Benzenamine,2,5-bis(trifluoromethyl)-;
EINECS: 206-490-4
Density: 1.443 g/cm3
Boiling Point: 177.9 °C at 760 mmHg
Flash Point: 83.3 °C
Appearance: Colorless or pale yellow liquid
Hazard Symbols: HarmfulXn, ToxicT, IrritantXi
Risk Codes: 20/21/22-36/37/38
Safety: 26-36/37/39-45
Transport Information: UN 2810
PSA: 26.02000
LogP: 3.88760
Synthetic route
320-88-7

1,4-Bis(trifluoromethyl)-2-nitro-benzene

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
With hydrogen; nickel In isopropyl alcohol at 70 - 90℃; under 3677.86 Torr; for 8h;73%
With hydrogenchloride; tin(ll) chloride
Stage #1: 1,4-Bis(trifluoromethyl)-2-nitro-benzene With hydrogenchloride; tin(II) chloride dihdyrate In methanol; water at 20 - 50℃;
Stage #2: With sodium hydroxide In water pH=10;
433-19-2

1,4-bis(trifluoromethyl)benzene

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: disulfuric acid; sulfuric acid; nitric acid
2: SnCl2+2H2O; concentrated HCl
View Scheme
Multi-step reaction with 2 steps
1.1: nitric acid; sulfuric acid / 0 - 110 °C
2.1: hydrogenchloride; tin(II) chloride dihdyrate / water; methanol / 20 - 50 °C
2.2: pH 10
View Scheme
durch Nitrierung und Reduktion;
328-91-6

2-chloro 1,4-bis(trifluoromethyl)benzene

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
With ammonia; water at 200℃;
10388-10-0

2-chloro-1,4-bis-(trichloromethyl)-benzene

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SbCl5; HF / 70 - 80 °C
2: water; ammonia / 200 °C
View Scheme
61350-01-4

N-[3-(trifluoromethyl)phenyl]-2-pyridinecarboxamide

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(I) bromide; dipotassium peroxodisulfate / acetonitrile / 12 h / 50 °C
2: hydrogenchloride / ethanol / 12 h / 100 °C
View Scheme

C14H8F6N2O

328-93-8

2,5-bis(trifluoromethyl)aniline

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 100℃; for 12h;
328-93-8

2,5-bis(trifluoromethyl)aniline

90-02-8

salicylaldehyde

(E)-2-(((2,5-bis(trifluoromethyl)phenyl)imino)methyl)phenol

Conditions
ConditionsYield
With formic acid In ethanol for 6h; Reflux;96%
328-93-8

2,5-bis(trifluoromethyl)aniline

(S)-3-keto-4-aza-5α-androstane-1-ene-17β-formyl chloride

(5α,17β)-N-(2,5-bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide

Conditions
ConditionsYield
With pyridine In toluene at 90℃; for 3h; Temperature;95.2%
328-93-8

2,5-bis(trifluoromethyl)aniline

73671-92-8

3-oxo-4-aza-5α-androstane-17β-carboxylic acid methyl ester

164656-22-8

(5α,17β)-N-[2,5-bis(trifluoromethyl)-phenyl]-3-oxo-4-aza-5-androstane-17-carboxamide

Conditions
ConditionsYield
Stage #1: 3-oxo-4-aza-5α-androstane-17β-carboxylic acid methyl ester With boron tribromide In dichloromethane at 25℃; for 0.333333h;
Stage #2: 2,5-bis(trifluoromethyl)aniline In dichloromethane at 50℃;
93%
328-93-8

2,5-bis(trifluoromethyl)aniline

302-97-6

androst-4-en-3-one-17β-carboxylic acid

164656-19-3

N-(2',5'-Bistrifluoromethylphenyl)-3-oxo-androst-4-ene-17β-carboxamide

Conditions
ConditionsYield
Stage #1: 2,5-bis(trifluoromethyl)aniline With methylmagnesium chloride In tetrahydrofuran; toluene at 20℃; Large scale;
Stage #2: androst-4-en-3-one-17β-carboxylic acid With dmap; thionyl chloride; potassium carbonate In toluene at 20 - 30℃; for 3h; Large scale;
Stage #3: In tetrahydrofuran; toluene at 50 - 55℃; for 8h; Large scale;
90.14%
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Chemistry

IUPAC Name: 2,5-bis(Trifluoromethyl)aniline
Synonyms of 2,5-Di(trifluoromethyl)aniline (CAS NO.28-93-8): Benzenamine,2,5-bis(trifluoromethyl)- ; 2,5-Xylidine,a,a,a,a',a',a'-hexafluoro- (7CI,8CI)
CAS NO: 328-93-8
Molecular Formula: C8H5F6N
Molecular Weight: 229.12
Molecular Structure: 
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.423
Molar Refractivity: 40.44 cm3
Molar Volume: 158.7 cm3
Surface Tension: 22.9 dyne/cm
Density: 1.443 g/cm3
Flash Point: 83.3 °C
Enthalpy of Vaporization: 41.42 kJ/mol
Boiling Point: 177.9 °C at 760 mmHg
Vapour Pressure: 1.01 mmHg at 25°C
Melting point: 70-71 °C15 mm Hg(lit.)
Product Categories of 2,5-Di(trifluoromethyl)aniline (CAS NO.28-93-8): Fluorobenzene;Anilines, Aromatic Amines and Nitro Compounds;Nitrogen Compounds;Amines;C8;Aniline series 
SMILES: FC(F)(F)c1ccc(cc1N)C(F)(F)F
InChI: InChI=1/C8H5F6N/c9-7(10,11)4-1-2-5(6(15)3-4)8(12,13)14/h1-3H,15H2
InChIKey: XWMVIJUAZAEWIE-UHFFFAOYAV
Std. InChI: InChI=1S/C8H5F6N/c9-7(10,11)4-1-2-5(6(15)3-4)8(12,13)14/h1-3H,15H2
Std. InChIKey: XWMVIJUAZAEWIE-UHFFFAOYSA-N

Safety Profile

Safety Information about 2,5-Di(trifluoromethyl)aniline (CAS NO.28-93-8):
Hazard Codes: HarmfulXnXi ToxicT
Risk Statements: 20/21/22-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: 2810
WGK Germany: 3
Hazard Note: Toxic/Irritant
HazardClass: 6.1
PackingGroup: III