2-Amino-5-Nitrobenzotrifluoride supplier

Name
2-Amino-5-nitrobenzotrifluoride
EINECS 204-443-2
CAS No. 121-01-7
Article Data18
CAS DataBase
Density 1.503 g/cm³
Solubility
Melting Point 90-93 °C
Formula C₇H₅F₃N₂O₂
Boiling Point 298 °C at 760 mmHg
Molecular Weight 206.124
Flash Point 134 °C
Transport Information
Appearance yellow to brown powder
Safety 26-36/37-24/25-36
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms o-Toluidine,a,a,a-trifluoro-4-nitro- (6CI,7CI,8CI);1-Amino-2-trifluoromethyl-4-nitrobenzene;2-(Trifluoromethyl)-4-nitroaniline;4-Nitro-2-(trifluoromethyl)aniline;4-Nitro-2-trifluoromethylbenzenamine;4-Nitro-2-trifluoromethylphenylamine;a,a,a-Trifluoro-4-nitro-o-toluidine;
PSA 71.84000
LogP 3.30020

Synthetic route

: 98-46-4
3-trifluoromethylnitrobenzene

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With potassium hydroxide; N,N-tetramethylene-thiocarbamoyl-sulphenamide In ammonia	91%
With sodium ethanolate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In ammonia; N,N-dimethyl-formamide for 0.583333h;	84%

: 1440512-30-0
C7H3F3N4O2

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
Stage #1: C7H3F3N4O2 With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; tert-butyl alcohol In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With sodium t-butanolate In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; chemoselective reaction;	84%

: 777-37-7
4-chloro-3-(trifluoromethyl)nitrobenzene

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With sodium azide; copper(ll) sulfate pentahydrate; sodium carbonate; sodium L-ascorbate; L-proline In water; dimethyl sulfoxide at 70℃; for 24h;	72%
With ammonia at 140℃;
With ammonia; copper(l) chloride at 120℃;
With ammonia

: 2926-29-6
Langlois reagent

: 100-01-6
4-nitro-aniline

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In dichloromethane; water at 0 - 15℃;	42%

: 88-17-5
2-(trifluoromethyl)benzenamine

A: 121-01-7
4-nitro-2-trifluoromethyl-aniline

B: 24821-17-8
2-Nitro-6-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one In trifluoroacetic acid for 3h; Ambient temperature;	A 40% B 30%

: 98-46-4
3-trifluoromethylnitrobenzene

A: 121-01-7
4-nitro-2-trifluoromethyl-aniline

B: 400-98-6
4-trifluoromethyl-2-nitroaniline

Conditions

Conditions	Yield
With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In N,N-dimethyl-formamide at 20℃; for 0.333333h;	A 29% B 6%

: 395-68-6
N-(4-nitro-2-(trifluoromethyl)phenyl)acetamide

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With sodium hydroxide

: 98-46-4
3-trifluoromethylnitrobenzene

A: 121-01-7
4-nitro-2-trifluoromethyl-aniline

B: 24821-17-8
2-Nitro-6-(trifluoromethyl)aniline

C: 400-98-6
4-trifluoromethyl-2-nitroaniline

Conditions

Conditions	Yield
With O-Methylhydroxylamin; potassium tert-butylate; copper(l) chloride In N,N-dimethyl-formamide for 1h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With O-Methylhydroxylamin; copper(l) chloride In N,N-dimethyl-formamide at 20℃; for 1h; Product distribution; Further Variations:; also without CuCl; Substitution; Amination;

...Expand

: 344-62-7
N-[2-(trifluoromethyl)phenyl]acetamide

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2SO4; HNO3 2: aq.-ethanolic NaOH View Scheme

: 88-16-4
1-chloro-2-(trifluoromethyl)benzene

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3, H2SO4 2: liq. NH3 View Scheme

petroleum: petroleum

: 106860-28-0
S-diethylthiocarbamoyl-substituted sulfenamide

: 98-46-4
3-trifluoromethylnitrobenzene

A: 121-01-7
4-nitro-2-trifluoromethyl-aniline

B: 393-11-3
4-nitro-3-(trifluoromethyl)benzeneamine

Conditions

Conditions	Yield
With sodium hydroxide In N-methyl-acetamide; methanol; ammonia; water	A 3.5 g (85%) B n/a

...Expand

: 61349-99-3
pyridine-2-carboxylic acid (4-nitro-phenyl)amide

: 121-01-7
4-nitro-2-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

: N-(4-nitro-2-(trifluoromethyl)phenyl)picolinamide

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 100℃; for 12h;

: 2314-97-8
iodotrifluoromethane

: 100-01-6
4-nitro-aniline

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

Conditions

Conditions	Yield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); potassium carbonate In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;	50.2 g

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 400-66-8
2-bromo-4-nitro-6-trifluoromethylaniline

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With hydrogen bromide at 20 - 70℃; for 0.166667h; Stage #2: With dihydrogen peroxide In water at 60 - 70℃; for 3h;	99.2%
With bromine In acetic acid at 120℃; for 2.5h;	91%
With bromine; acetic acid at 120℃; for 2.5h;	91%
With bromine In acetic acid 1.) 45 deg C, 2.5 h, 2.) reflux, 4.75 h;	81%
With bromine; acetic acid

: 463-71-8
thiophosgene

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1-isothiocyanato-4-nitro-2-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; toluene at 0 - 75℃; for 120h; Inert atmosphere;	99%
In toluene at 75℃; for 120h; Inert atmosphere;	99%
In dichloromethane; water at 0 - 20℃; for 24h; Inert atmosphere;

: 110-94-1
1,5-pentanedioic acid

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1-(4-nitro-2-trifluoromethyl-phenyl)-piperidine-2,6-dione

Conditions

Conditions	Yield
With PPA at 80℃; for 12h;	98%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 400-67-9
2-chloro-4-nitro-6-trifluoromethyl-aniline

Conditions

Conditions	Yield
With N-chloro-succinimide In acetonitrile at 150℃; for 0.25h; Microwave irradiation;	97%
With N-chloro-succinimide In acetonitrile at 150℃; for 0.166667h; Microwave;	75%
With chlorine; acetic acid

: 110-15-6
succinic acid

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1-(4-nitro-2-trifluoromethylphenyl)pyrrolidine-2,5-dione

Conditions

Conditions	Yield
With PPA at 80℃; for 12h;	97%
With PPA at 85℃; for 20h;	97%
With polyphosphoric acid at 80℃; for 12h;	92%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 400-75-9
1-iodo-4-nitro-2-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With sodium iodide; sodium nitrite In sulfuric acid; water	94%
With sulfuric acid; acetic acid; potassium iodide; sodium nitrite
With CuI; sodium nitrite In methanol; ice-water; H2SO4/H2O; water
Stage #1: 4-nitro-2-trifluoromethyl-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With sodium iodide In water at 0 - 20℃;

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 920-46-7
Methacryloyl chloride

: N-(4-nitro-2-(trifluoromethyl)phenyl)methacrylamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 20℃;	94%
In N,N-dimethyl acetamide at 20℃;	94%
In N,N-dimethyl acetamide at 20℃; for 3h; Inert atmosphere;	77%

: 50-00-0
formaldehyd

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1628797-85-2
1,3,5-tris(4-nitro-2-(trifluoromethyl)phenyl)-1,3,5-triazinane

Conditions

Conditions	Yield
In water at 20℃; for 0.416667h; Ionic liquid; Green chemistry;	91%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 834884-77-4
6-(4-fluorophenyl)-2-pyridinecarboxaldehyde

: 2-[(4-nitro-2-trifluoromethylphenylimino)methyl]-6-[4-fluorophenyl]pyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 60℃; for 65h; Molecular sieve;	91%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1571-08-0
methyl 4-formylbenzoate

: 384837-22-3
methyl 4-{[4-nitro-2-(trifluoromethyl)phenylimino]methyl}benzoate

Conditions

Conditions	Yield
In ethanol Reflux;	90%

: 24424-99-5
di-tert-butyl dicarbonate

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1089725-58-5
tert-butyl N-tert-butoxycarbonyl-N-[4-nitro-2-(trifluoromethyl)phenyl]carbamate

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran for 5h; Heating / reflux;	88%
With dmap In tetrahydrofuran at 20℃;
With dmap In 1,4-dioxane at 20 - 110℃; for 2h;	5.3 g

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 106-95-6
allyl bromide

: 4-nitro-1-(prop-2-en-1-yl)-2-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With tert.-butylnitrite In acetonitrile at 18 - 26℃; for 1.33h;	85%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 2043-61-0
cyclohexanecarbaldehyde

: 1426575-31-6
N-(4-nitro-2-(trifluoromethyl)phenyl)cyclohexanecarboxamide

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With tert.-butylnitrite; trimethylsilylazide In tetrahydrofuran at 0℃; Stage #2: cyclohexanecarbaldehyde With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium t-butanolate In tetrahydrofuran at -25℃;	83%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 100-52-7
benzaldehyde

: 121408-37-5
N-(4-nitro-2-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With tert.-butylnitrite; trimethylsilylazide In tetrahydrofuran at 0℃; Stage #2: benzaldehyde With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium t-butanolate In tetrahydrofuran at -25℃;	77%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 55314-16-4, 75415-01-9, 123367-26-0
3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

: 1144477-16-6
N-[4-(pyridin-3-yl)pyrimidin-2-yl]cyanamide

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With nitric acid In ethanol at 0℃; Stage #2: With CYANAMID In ethanol; water Reflux; Stage #3: 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one In isopropyl alcohol Reflux;	75%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 104-15-4
toluene-4-sulfonic acid

: 4-nitro-2-(trifluoromethyl)benzenediazonium tosylate

Conditions

Conditions	Yield
With tert.-butylnitrite In ethyl acetate at 20℃; for 0.25h;	74%

: 24424-99-5
di-tert-butyl dicarbonate

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1016506-18-5
N4-(tert-butoxycarbonyl)-2-trifluoromethyl-1,4-phenylenediamine

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With palladium 10% on activated carbon; hydrogen In methanol under 2068.65 Torr; for 7h; Stage #2: di-tert-butyl dicarbonate In methanol Reflux;	72.9%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 444-46-2
4-nitro-2-(trifluoromethyl)benzenesulfonyl chloride

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline With hydrogenchloride; acetic acid; sodium nitrite In water at 15℃; for 3h; Inert atmosphere; Stage #2: With sulfur dioxide; copper dichloride In water at 5 - 20℃;	71%
With hydrogenchloride; sulfur dioxide; acetic acid; copper dichloride; sodium nitrite In water at 5 - 20℃;	71%
With hydrogenchloride; sulfur dioxide; copper(l) chloride; sodium nitrite 1.) glacial AcOH, from -10 deg C to -5 deg C, 15 min, 2.) glacial AcOH, from 5 deg C to RT, 1.5 h; Yield given. Multistep reaction;

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 160842-62-6
3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride

: 5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (4-nitro-2-trifluoromethyl-phenyl)-amide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 80℃;	68%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

maleic acid: maleic acid

: 1-(4-nitro-2-trifluoromethyl-phenyl)-pyrrole-2,5-dione

Conditions

Conditions	Yield
With PPA at 80℃; for 12h;	68%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1243357-92-7
1,3-bis(4-nitro-2-(trifluoromethyl)phenyl)triazene

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 48h;	68%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 5409-31-4
3,4-diethoxybenzoic acid

: 3,4-diethoxy-N-(4-nitro-2-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
With phosphorus trichloride In toluene Reflux;	64%

: 321-14-2
5-chloro-2-hydroxybenzoic acid

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 5-chloro-2-hydroxy-N-(4-nitro-2-(trifluoromethyl)phenyl) benzamide

Conditions

Conditions	Yield
With phosphorus trichloride In toluene Reflux;	63%

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 621-82-9
Cinnamic acid

: (2E)-N-[4-nitro-2-(trifluoromethyl)phenyl]-3-phenylprop-2-enamide

Conditions

Conditions	Yield
With phosphorus trichloride In chlorobenzene at 130℃; for 0.5h; Microwave irradiation;	61%

: 618-89-3
methyl 3-bromobenzoate

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1359968-17-4
3-(4-nitro-2-(trifluoromethyl)phenylamino)benzoic acid methyl ester

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 20 - 120℃; Buchwald-Hartwig reaction; Inert atmosphere;	56%

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

A: 2-chloro-3-(4-nitro-2-trifluoromethyl-phenylamino)-[1,4]naphthoquinone

B: 2,3-bis-(4-nitro-2-trifluoromethyl-phenylamino)-[1,4]naphthoquinone

Conditions

Conditions	Yield
With sodium t-butanolate; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 80℃; for 12h;	A 55% B n/a

...Expand

: 121-01-7
4-nitro-2-trifluoromethyl-aniline

: 1571-08-0
methyl 4-formylbenzoate

: 1427066-93-0
methyl 4-{[4-nitro-2-(trifluoromethyl)phenylamino]methyl}benzoate

Conditions

Conditions	Yield
Stage #1: 4-nitro-2-trifluoromethyl-aniline; methyl 4-formylbenzoate In benzene at 60℃; Stage #2: With sodium tetrahydroborate; acetic acid In benzene at 0 - 50℃;	55%

2-Amino-5-Nitrobenzotrifluoride Specification

The IUPAC name of 2-Amino-5-Nitrobenzotrifluoride is 4-nitro-2-(trifluoromethyl)aniline. With the CAS registry number 121-01-7, it is also named as 4-Nitro-alpha,alpha,alpha-trifluoro-o-toluidine. The product's categories are Trifluoromethylbenzene serise; Fluorobenzene; Amines; Phenyls & Phenyl-Het; Miscellaneous. It is yellow to brown powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.96; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.96; (4)ACD/LogD (pH 7.4): 2.96; (5)ACD/BCF (pH 5.5): 105.3; (6)ACD/BCF (pH 7.4): 105.3; (7)ACD/KOC (pH 5.5): 975.61; (8)ACD/KOC (pH 7.4): 975.61; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.525; (13)Molar Refractivity: 42.01 cm³; (14)Molar Volume: 137 cm³; (15)Polarizability: 16.65×10^-24 cm³; (16)Surface Tension: 40.5 dyne/cm; (17)Enthalpy of Vaporization: 53.79 kJ/mol; (18)Vapour Pressure: 0.00131 mmHg at 25°C; (19)Exact Mass 206.030312; (20)MonoIsotopic Mass: 206.030312; (21)Topological Polar Surface Area: 71.8; (22)Heavy Atom Count: 14; (23)Complexity: 226.

Preparation of 2-Amino-5-Nitrobenzotrifluoride: It can be obtained by 1-nitro-3-trifluoromethyl-benzene. This reaction needs reagent N,N-tetramethylenethiocarbamoyl sulfenamide and KOH and solvent liquid ammonia. The yield is 91 %.

Uses of 2-Amino-5-Nitrobenzotrifluoride: It is used as intermediate of medicine and pesticide. And it also can react with 3-(1,1-dimethylethyl)-1-methyl-1H-pyrazole-5-carbonyl chloride to get 5-tert-butyl-2-methyl-2H-pyrazole-3-carboxylic acid (4-nitro-2-trifluoromethyl-phenyl)-amide. This reaction needs reagent pyridine and solvent CH₂Cl₂ at temperature of 80 °C. The yield is 68 %.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves.

People can use the following data to convert to the molecule structure.
1. SMILES:FC(F)(F)c1cc(ccc1N)[N+]([O-])=O
2. InChI:InChI=1/C7H5F3N2O2/c8-7(9,10)5-3-4(12(13)14)1-2-6(5)11/h1-3H,11H2

Product Name

2-Amino-5-nitrobenzotrifluoride

Synthetic route

2-Amino-5-Nitrobenzotrifluoride Specification

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