2,5-Bis(trifluoromethyl)aniline supplier

Name
2,5-Bis(trifluoromethyl)aniline
EINECS 206-490-4
CAS No. 328-93-8
Article Data9
CAS DataBase
Density 1.443 g/cm³
Solubility
Melting Point
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)-;
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

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%

: 216016-30-7
3-allyl-2-methylthio-6-trifluoromethyl-4(3H)-pyrimidinone

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

: 216240-50-5
3-allyl-2-{2,5-bis(trifluoromethyl)phenyl}amino-6-trifluoromethyl-4(3H)pyrimidinone

Conditions

Conditions	Yield
With ammonium chloride In N,N-dimethyl-formamide	89%

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

: 104239-97-6
3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid

: dutasteride

Conditions

Conditions	Yield
Stage #1: 2,5-bis(trifluoromethyl)aniline With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 105 - 110℃; Stage #2: 3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid In N,N-dimethyl-formamide	88.21%
Stage #1: 3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid With pyridine; thionyl chloride In toluene at 0 - 18℃; for 4.66667h; Stage #2: 2,5-bis(trifluoromethyl)aniline In toluene at 110℃; for 20h;
Stage #1: 3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid With pyridine; thionyl chloride In toluene at 0 - 18℃; for 5.6h; Stage #2: 2,5-bis(trifluoromethyl)aniline; dmap In toluene at 110℃; for 20h; Product distribution / selectivity;

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

: 98-86-2
acetophenone

: (2,5-Bis-trifluoromethyl-phenyl)-[1-phenyl-eth-(E)-ylidene]-amine

Conditions

Conditions	Yield
	85%

: 60907-91-7, 113565-51-8, 132435-41-7, 4484-57-5
2-furyl(phenyl)methanol

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

: (4R,5S)-4-((2,5-bis(trifluoromethyl)phenyl)amino)-5-phenylcyclopent-2-enone

Conditions

Conditions	Yield
Stage #1: 2,5-bis(trifluoromethyl)aniline With (S)-6,6’-bis(1-pyranyl)-1,1'-spirobiindane-7,7’-diyl hydrogenphosphate In 1,2-dichloro-ethane at 0℃; for 0.5h; Stage #2: 2-furyl(phenyl)methanol In 1,2-dichloro-ethane at 20℃; for 22h;	83%

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

: C23H33NO4

: dutasteride

Conditions

Conditions	Yield
In tetrahydrofuran for 3h;	82.2%

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

: C23H33NO4

: dutasteride

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h;	81.9%

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

: C21H29NO4

: dutasteride

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 6h;	81.2%

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

: C22H31NO4

: dutasteride

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	80.5%

: 1416955-19-5
(5α,17β)-3-oxo-4-aza-5-androstane-17-(ethoxycarbonyl)-carboxylate

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

: 164656-22-8
(5α,17β)-N-[2,5-bis(trifluoromethyl)-phenyl]-3-oxo-4-aza-5-androstane-17-carboxamide

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile at -10 - -8℃; for 4h;	80%

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

: 103335-41-7
methyl 3-oxo-4-aza-5α-androst-1-ene-17β-carboxylate

: dutasteride

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 2-methyltetrahydrofuran at 80℃; for 12h;	78.23%

: 50-00-0
formaldehyd

: 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1,3,4-oxadiazole-2(3H)-thione

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

: 3-(((2,5-bis(trifluoromethyl)phenyl)amino)methyl)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1,3,4-oxadiazole-2(3H)-thione

Conditions

Conditions	Yield
In ethanol at 20℃; for 3h;	77%

...Expand

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

: 74457-86-6
1-(2-fluoro-4-methoxyphenyl)-1-ethanone

: N-[2-(dimethylamino)ethyl]-7-trifluoromethyl-2-[(2-fluoro-4-methoxy)phenyl]quinolin-4-amine

Conditions

Conditions	Yield
2,5-bis(trifluoromethyl)aniline; 1-(2-fluoro-4-methoxyphenyl)-1-ethanone With toluene-4-sulfonic acid In xylene Heating; Further stages.;	75%

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

: 372-09-8
cyanoacetic acid

: 1140412-67-4
N-[2,5-bis(trifluoromethyl)phenyl]cyanoacetamide

Conditions

Conditions	Yield
With diisopropyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 48h; Inert atmosphere;	75%
Stage #1: 2,5-bis(trifluoromethyl)aniline; cyanoacetic acid In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With diisopropyl-carbodiimide In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;

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

: 403-42-9
1-(4-fluorophenyl)ethanone

: N-[2-(dimethylamino)ethyl]-7-trifluoromethyl-2-[(4-fluoro)phenyl]quinolin-4-amine

Conditions

Conditions	Yield
2,5-bis(trifluoromethyl)aniline; 1-(4-fluorophenyl)ethanone With toluene-4-sulfonic acid In xylene Heating; Further stages.;	74%

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

: 1-azido-2,5-bis(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: 2,5-bis(trifluoromethyl)aniline With hydrogenchloride In water for 0.0833333h; Stage #2: With sodium nitrite In water at 0℃; for 2h; Stage #3: With sodium azide In water at 0 - 20℃; for 2h;	74%

: 1416955-22-0
(5α,17β)-3-oxo-4-azaandrost-1-ene-17-(ethoxycarbonyl)carboxylate

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

: dutasteride

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile at -15 - -8℃; for 4h;	73.8%

: 1194-02-1
4-fluorobenzonitrile

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

: 4,4'-(2,5-bis(trifluoromethyl)phenylazanediyl)dibenzonitrile

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 165℃;	73%

: 445-27-2
2'-Fluoroacetophenone

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

: 147218-04-0
N-<1-(2-fluorophenyl)ethylidene>-2,5-bis(trifluoromethyl)aniline

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 15h; Heating;	70%

: 709-63-7
1-(4-trifluoromethylphenyl)ethanone

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

: 147218-05-1
2,5-bis(trifluoromethyl)-N-<1-<4-(trifluoromethyl)phenyl>ethylidene>aniline

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 15h; Heating;	69%

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

: 455-36-7
1-(3-fluorophenyl)ethanone

: N-[2-(dimethylamino)ethyl]-7-trifluoromethyl-2-[(3-fluoro)phenyl]quinolin-4-amine

Conditions

Conditions	Yield
2,5-bis(trifluoromethyl)aniline; 1-(3-fluorophenyl)ethanone With toluene-4-sulfonic acid In xylene Heating; Further stages.;	66%

: 91-01-0
1,1-Diphenylmethanol

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

: N-benzhydryl-2,5-bis(trifluoromethyl)aniline

Conditions

Conditions	Yield
With C15H25Cl2N3NiO3; potassium tert-butylate In octane at 140℃; for 12h; Schlenk technique;	57%

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

: 103335-55-3
3-oxo-4-aza-5α-androstane-17β-carboxylic acid

: 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 With pyridine; thionyl chloride In toluene at 2 - 20℃; for 2.5h; Stage #2: 2,5-bis(trifluoromethyl)aniline In toluene at 20℃; for 192h;	56%

: 216240-56-1
2-methylthio-3-propyl-6-trifluoromethyl-4(3H)-pyrimidinone

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

: 216240-34-5
2-{2,5-bis(trifluoromethyl)phenyl}amino-3-propyl-6-trifluoromethyl-4(3H)-pyrimidinone

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	54.5%

: 288-13-1
NH-pyrazole

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

: 2-(tri(1H-pyrazol-1-yl)methyl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide for 1h; Reflux;	53%

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

: 16712-64-4
6-Hydroxy-2-naphthoic acid

: N-[2,5-bis(trifluoromethyl)phenyl]-6-hydroxynaphthalene-2-carboxamide

Conditions

Conditions	Yield
With phosphorus trichloride In chlorobenzene at 130℃; for 0.666667h; Microwave irradiation;	49%

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

Product Name

2,5-Bis(trifluoromethyl)aniline

Synthetic route

2,5-Bis(trifluoromethyl)aniline Chemical Properties

2,5-Bis(trifluoromethyl)aniline Safety Profile

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