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Name	2,5-Bis(trifluoromethyl)aniline	EINECS	206-490-4
CAS No.	328-93-8	Density	1.443 g/cm³
PSA	26.02000	LogP	3.88760
Solubility	N/A	Melting Point	N/A
Formula	C₈H₅F₆N	Boiling Point	177.9 °C at 760 mmHg
Molecular Weight	229.125	Flash Point	83.3 °C
Transport Information	UN 2810	Appearance	Colorless or pale yellow liquid
Safety	26-36/37/39-45	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xn， T， Xi
Synonyms	2,5-Xylidine,a,a,a,a',a',a'-hexafluoro- (7CI,8CI);2,5-Di(trifluoromethyl)aniline;Benzenamine,2,5-bis(trifluoromethyl)-;	Article Data	9

2,5-Bis(trifluoromethyl)aniline Synthetic route

: 320-88-7
1,4-Bis(trifluoromethyl)-2-nitro-benzene

: 328-93-8
2,5-bis(trifluoromethyl)aniline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With ammonia; water at 200℃;

: 10388-10-0
2-chloro-1,4-bis-(trichloromethyl)-benzene

: 328-93-8
2,5-bis(trifluoromethyl)aniline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

2,5-Bis(trifluoromethyl)aniline Chemical Properties

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

2,5-Bis(trifluoromethyl)aniline Safety Profile

Safety Information about 2,5-Di(trifluoromethyl)aniline (CAS NO.28-93-8):
Hazard Codes: Harmful XnXi Toxic T
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

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