2,3,4-Trifluoroaniline supplier

Name
2,3,4-Trifluorobenzenamine
EINECS 253-703-1
CAS No. 3862-73-5
Article Data15
CAS DataBase
Density 1.409 g/cm³
Solubility
Melting Point 14-15°C
Formula C₆H₄F₃N
Boiling Point 173.8 °C at 760 mmHg
Molecular Weight 147.1
Flash Point 71.8 °C
Transport Information UN 3082 9/PG 3
Appearance Pale yellow liquid
Safety 23-26-36/37/39-61
Risk Codes 21/22-38-41-48/22-51/53
Molecular Structure
Hazard Symbols Xn; Xi; N
Synonyms 4-12-00-01114 (Beilstein Handbook Reference);Aniline, 2,3,4-trifluoro-;Benzenamine, 2,3,4-trifluoro-;2,3,4-TFA;
PSA 26.02000
LogP 2.26730

Synthetic route

: 771-69-7
2,3,4-trifluoronitrobenzene

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
With sodium hypophosphite monohydrate; 1% platinum on charcoal; hydrogen at 65 - 80℃; under 6750.68 Torr; for 2.75h; Reagent/catalyst; Temperature; Autoclave;	98.52%
With hydrogen; nickel Autoclave;	91.8%
With iron; ammonium chloride

: 367-25-9
2,4-difluorophenylamine

A: 367-34-0
2,4,5-trifluoroaniline

B: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; fluorine at 20℃; Title compound not separated from byproducts;

: 62-53-3
aniline

α-chloro-propionic acid amide: α-chloro-propionic acid amide

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: F2; TfOH / 20 °C 2: F2; TfOH / 20 °C 3: F2; TfOH / 20 °C View Scheme

: 371-40-4
4-fluoroaniline

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: F2; TfOH / 20 °C 2: F2; TfOH / 20 °C View Scheme

: 2268-05-5
1,3-dichloro-2-fluorobenzene

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid; aqueous nitric acid / 40 °C 2: dimethylformamide; potassium fluoride / 150 °C 3: iron; aqueous NH4Cl View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / 2 h / Heating 2: sulfolane; potassium fluoride / 8 h / 200 - 210 °C 3: nickel; hydrogen / Autoclave View Scheme

: 393-79-3
1,3-dichloro-2-fluoro-4-nitrobenzene

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide; potassium fluoride / 150 °C 2: iron; aqueous NH4Cl View Scheme
Multi-step reaction with 2 steps 1: sulfolane; potassium fluoride / 8 h / 200 - 210 °C 2: nickel; hydrogen / Autoclave View Scheme

: 771-69-7
2,3,4-trifluoronitrobenzene

A: 369-34-6
3,4-difluoronitrobenzene

B: 6921-22-8
1,2-difluoro-3-nitrobenzene

C: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
With Dimethylphenylsilane; o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In tetrahydrofuran for 12h; Inert atmosphere; Reflux; Overall yield = 95 %Spectr.; regioselective reaction;

...Expand

: 20098-48-0
3,4,5-trichloronitrobenzen

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride / 11 h / 140 - 175 °C 2.1: hydrogen / methanol / Inert atmosphere 3.1: nitrosylsulfuric acid / 6 h / 10 - 15 °C 3.2: 1 h 4.1: sulfuric acid; nitric acid / 2 h / Heating 5.1: sulfolane; potassium fluoride / 8 h / 200 - 210 °C 6.1: nickel; hydrogen / Autoclave View Scheme

: 3107-19-5
3,5-dichloro-4-fluoro-nitrobenzene

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: hydrogen / methanol / Inert atmosphere 2.1: nitrosylsulfuric acid / 6 h / 10 - 15 °C 2.2: 1 h 3.1: sulfuric acid; nitric acid / 2 h / Heating 4.1: sulfolane; potassium fluoride / 8 h / 200 - 210 °C 5.1: nickel; hydrogen / Autoclave View Scheme

: 2729-34-2
3,5-dichloro-4-fluorophenylamine

: 3862-73-5
2,3,4-trifluoroaniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: nitrosylsulfuric acid / 6 h / 10 - 15 °C 1.2: 1 h 2.1: sulfuric acid; nitric acid / 2 h / Heating 3.1: sulfolane; potassium fluoride / 8 h / 200 - 210 °C 4.1: nickel; hydrogen / Autoclave View Scheme

: 3862-73-5
2,3,4-trifluoroaniline

: 108-24-7
acetic anhydride

: 365-29-7
N-(2,3,4-trifluorophenyl)acetamide

Conditions

Conditions	Yield
In chloroform	99%
With dmap at 0 - 20℃; for 6.16667h;	95%
at 20℃; for 0.25h;	58%
With hydrogenchloride at 90℃;

: 3862-73-5
2,3,4-trifluoroaniline

: 140-89-6
potassium ethyl xanthogenate

: 6,7-difluoro-2-mercaptobenzothiazole

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; for 0.133333h; microwave irradiation;	99%
In N,N-dimethyl-formamide at 120℃; for 4h;

: 3862-73-5
2,3,4-trifluoroaniline

: C11H18ClNO3

: tert-butyl (2S,3S)-2-methyl-3-((2,3,4-trifluorophenyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 18h; Inert atmosphere;	99%

: 3862-73-5
2,3,4-trifluoroaniline

: 4295-06-1
4-chloro-2-methylquinoline

: 1334225-28-3
C16H11F3N2

Conditions

Conditions	Yield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; for 20h; Buchwald-Hartwig amination; Inert atmosphere; chemoselective reaction;	95%

: 3862-73-5
2,3,4-trifluoroaniline

: (2,3,4-trifluorophenyl)hydrazine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2,3,4-trifluoroaniline With magnesium nitrite In water at 30℃; Acidic conditions; Flow reactor; Stage #2: With sodium sulfite In water at 90 - 110℃; Stage #3: With hydrogenchloride In water at 120℃;	95%

: 3862-73-5
2,3,4-trifluoroaniline

: 598-21-0
2-Bromoacetyl bromide

: C8H5BrF3NO

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane; water at 0℃; for 1h;	95%
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 1h;

: 3862-73-5
2,3,4-trifluoroaniline

: 140-89-6
potassium ethyl xanthogenate

: 85118-01-0
alpha-bromo-3,4-difluorotoluene

: 2-(3,4-difluoro-benzylsulfanyl)-6,7-difluoro-benzothiazole

Conditions

Conditions	Yield
Stage #1: 2,3,4-trifluoroaniline; potassium ethyl xanthogenate In N,N-dimethyl-formamide at 120℃; for 0.133333h; microwave irradiation; Stage #2: alpha-bromo-3,4-difluorotoluene In N,N-dimethyl-formamide at 90℃; for 0.1h; microwave irradiation;	93%

...Expand

: 3862-73-5
2,3,4-trifluoroaniline

: 530102-75-1
C6H2F3NOS

Conditions

Conditions	Yield
With thionyl chloride In benzene Michaelis reaction;	92%

: 446-48-0
o-fluorobenzyl bromide

: 3862-73-5
2,3,4-trifluoroaniline

: 140-89-6
potassium ethyl xanthogenate

: 6,7-difluoro-2-(2-fluoro-benzylsulfanyl)-benzothiazole

Conditions

Conditions	Yield
Stage #1: 2,3,4-trifluoroaniline; potassium ethyl xanthogenate In N,N-dimethyl-formamide at 120℃; for 0.133333h; microwave irradiation; Stage #2: o-fluorobenzyl bromide In N,N-dimethyl-formamide at 90℃; for 0.1h; microwave irradiation;	92%

...Expand

: 3862-73-5
2,3,4-trifluoroaniline

: 119474-40-7
2,3,4-trifluorophenyl isothiocyanate

: 354151-69-2
N,N'-Di(2,3,4-trifluorophenyl)thiourea

Conditions

Conditions	Yield
In ethanol at 20℃;	91%
In ethanol at 20℃; for 8h;

: 610-97-9
o-iodo-methyl-benzoic acid

: 3862-73-5
2,3,4-trifluoroaniline

: 741281-01-6
methyl 2-(2,3,4-trifluoroanilino)benzoate

Conditions

Conditions	Yield
With DPE-Phos; caesium carbonate; palladium diacetate In toluene at 95℃; for 48h; Buchwald-Hartwig amination reaction;	91%

: 3862-73-5
2,3,4-trifluoroaniline

: 58756-32-4
1,2,3-thiadiazole-5-carbonyl azide

: 1-(2,3,4-trifluorophenyl)-3-(1',2',3'-thiadiazol-5'-yl)urea

Conditions

Conditions	Yield
In toluene Heating;	91%

: 3862-73-5
2,3,4-trifluoroaniline

: 123-72-8
butyraldehyde

: N,N-dibutyl-2,3,4-trifluorobenzeneamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran for 1.66667h; Ambient temperature;	90%

: 85118-00-9
2,6-Difluorobenzyl bromide

: 3862-73-5
2,3,4-trifluoroaniline

: 140-89-6
potassium ethyl xanthogenate

: 2-(2,6-difluoro-benzylsulfanyl)-6,7-difluoro-benzothiazole

Conditions

Conditions	Yield
Stage #1: 2,3,4-trifluoroaniline; potassium ethyl xanthogenate In N,N-dimethyl-formamide at 120℃; for 0.133333h; microwave irradiation; Stage #2: 2,6-Difluorobenzyl bromide In N,N-dimethyl-formamide at 90℃; for 0.1h; microwave irradiation;	90%

...Expand

: 3862-73-5
2,3,4-trifluoroaniline

: 372-09-8
cyanoacetic acid

: 239081-10-8
2-cyano-N-[(2,3,4-trifluoro)phenyl]acetamide

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid With phosphorus pentachloride In dichloromethane for 0.5h; Reflux; Stage #2: 2,3,4-trifluoroaniline In dichloromethane for 2h; Reflux;	90%

: 3862-73-5
2,3,4-trifluoroaniline

: 123-08-0
4-hydroxy-benzaldehyde

: 4-((E)-(2,3,4-trifluorophenylimino)methyl)phenol

Conditions

Conditions	Yield
In ethanol at 20℃; for 72h; Molecular sieve; Inert atmosphere;	90%

: 3862-73-5
2,3,4-trifluoroaniline

: 123-72-8
butyraldehyde

: N,N-di<(1-deuterio)butyl>-2,3,4-trifluorobenzeneamine

Conditions

Conditions	Yield
With sodium borodeuteride; sulfuric acid In tetrahydrofuran for 1.66667h; Ambient temperature;	89%

: 75-15-0
carbon disulfide

: 3862-73-5
2,3,4-trifluoroaniline

: 121-44-8
triethylamine

: 119474-39-4
triethylammonium N-(2,3,4-trifluorophenyl)dithiocarbamate

Conditions

Conditions	Yield
for 144h; Ambient temperature;	89%
for 80h; Ambient temperature;	87%

...Expand

: 3862-73-5
2,3,4-trifluoroaniline

: 140-89-6
potassium ethyl xanthogenate

: 6,7-difluoro-1,3-benzothiazole-2(3H)-thione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Heating;	89%

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 3862-73-5
2,3,4-trifluoroaniline

: 1229248-02-5
N-2,3,4-trifluorophenyl-3,5-di-tert-butylsalicylaldimine

Conditions

Conditions	Yield
With formic acid In ethanol for 36h; Reflux;	88%
With formic acid In ethanol Reflux;

: 3862-73-5
2,3,4-trifluoroaniline

: 2,3,4-trifluoro-6-iodoaniline

Conditions

Conditions	Yield
With iodine; iodic acid In 1,4-dioxane; water for 5h; Reflux;	88%
With N-iodo-succinimide In N,N-dimethyl-formamide at 20℃; for 3h;	38%

: 3862-73-5
2,3,4-trifluoroaniline

: 4-Methanesulfonyl-benzoyl isothiocyanate

: N-(4-methylsulfonylbenzoyl)-N'-(2,3,4-trifluorophenyl)thiourea

Conditions

Conditions	Yield
at 20℃;	87%

: 3862-73-5
2,3,4-trifluoroaniline

: 333-20-0
potassium thioacyanate

: 4,5,6-trifluoro-2-benzothiazolamine

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃; for 8h; Cooling with ice;	86.8%

: 3862-73-5
2,3,4-trifluoroaniline

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 100501-60-8
diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate

Conditions

Conditions	Yield
for 2h; Heating;	86%
at 120 - 130℃; for 3h;	80%
at 110 - 120℃; for 2h;	74%

: 3862-73-5
2,3,4-trifluoroaniline

: 503446-72-8
4-heptylbenzoic acid 4-formylphenyl ester

: 6APE

Conditions

Conditions	Yield
With acetic acid In ethanol for 7h; Reflux;	86%

: 5-isocyanato-1H-indole-adamantane

: 3862-73-5
2,3,4-trifluoroaniline

: C25H24F3N3O

Conditions

Conditions	Yield
In toluene at 60℃; for 4h;	85.8%

: 14220-64-5, 39958-10-6, 15617-18-2
bis(benzonitrile)palladium(II) chloride

: 3862-73-5
2,3,4-trifluoroaniline

: 919990-61-7
trans-[PdCl2(2,3,4-trifluoroaniline)2]

Conditions

Conditions	Yield
In ethanol under N2; soln. of PdCl2(C6H5CN)2 (0.26 mmol) added to soln. of 2,3,5-trifluoroaniline (0.52 mmol); refluxed (8 h); hot soln. filtered; solvent removed (vac.); elem. anal.;	85%

: 3862-73-5
2,3,4-trifluoroaniline

: ethyl ({4-[2-(5-methylpyrazine-2-carboxamido)ethyl]phenyl}sulfonyl)carbamate

: 5-methyl-N-(4-{N-[(2,3,4-trifluorophenyl)carbamoyl]sulfamoyl}phenethyl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	84.2%

: 3862-73-5
2,3,4-trifluoroaniline

: ethyl 3-(2-acetoxy-3,5-dibromophenyl)-2-(3,4-dimethoxybenzamido)acrylate

: 2,4-dibromo-6-(2-(3,4-dimethoxybenzamido)-3-oxo-3-(2,3,4-trifluorophenylamino)prop-1-enyl)phenyl acetate

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 5℃; for 2h;	83.11%

2,3,4-Trifluoroaniline Specification

The IUPAC name of this chemical is 2,3,4-Trifluoroaniline. With the CAS registry number 3862-73-5, it is also named as Aniline, 2,3,4-trifluoro-. In addition, the molecular formula is C₆H₄F₃N and the molecular weight is 147.10. It is a kind of clear purple to brown liquid and belongs to the classes of Anilines, Aromatic Amines and Nitro Compounds; Fluorobenzene; Amines; C2 to C6; Nitrogen Compounds. And it should be stored in a cool, ventilated and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 1.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.79; (4)ACD/LogD (pH 7.4): 1.79; (5)ACD/BCF (pH 5.5): 13.59; (6)ACD/BCF (pH 7.4): 13.6; (7)ACD/KOC (pH 5.5): 225.31; (8)ACD/KOC (pH 7.4): 225.43; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24 Å²; (13)Index of Refraction: 1.495; (14)Molar Refractivity: 30.47 cm³; (15)Molar Volume: 104.3 cm³; (16)Polarizability: 12.07 ×10^-24cm³; (17)Surface Tension: 35.3 dyne/cm; (18)Density: 1.409 g/cm³; (19)Flash Point: 71.8 °C; (20)Enthalpy of Vaporization: 41.01 kJ/mol; (21)Boiling Point: 173.8 °C at 760 mmHg; (22)Vapour Pressure: 1.25 mmHg at 25°C.

Preparation of 2,3,4-Trifluoroaniline: it can be prepared by 1,2,3-trifluorine-4-nitrobenzene through reduction.

2,3,4-Trifluoroaniline can be prepared by 1,2,3-trifluorine-4-nitrobenzene through reduction

Uses of 2,3,4-Trifluoroaniline: it can be used as intermediate of norfloxacin. And it can to used to synthetize ofloxacin which is a kind of antimicrobial. In addition, it can react with butyraldehyde to get dibutyl-(2,3,4-trifluoro-phenyl)-amine. This reaction will need reagents 3 M H₂SO₄ and NaBH₄ and solvent tetrahydrofuran. The reaction time is 100 minutes at ambient temperature. The yield is about 90%.

2,3,4-Trifluoroaniline can react with butyraldehyde to get dibutyl-(2,3,4-trifluoro-phenyl)-amine.

When you are using this chemical, please be cautious about it as the following:
It is harmful in contact with skin and if swallowed, irritating to skin and toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. And it has risk of serious damage to the eyes and danger of serious damage to health by prolonged exposure if swallowed. During using it, do not breathe vapour and wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition,avoid release to the environment and refer to special instructions/safety data sheets.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(F)ccc(N)c1F
(2)InChI: InChI=1/C6H4F3N/c7-3-1-2-4(10)6(9)5(3)8/h1-2H,10H2
(3)InChIKey: WRDGNXCXTDDYBZ-UHFFFAOYAZ

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	699mg/kg (699mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 61, 1990.

Product Name

2,3,4-Trifluorobenzenamine

Synthetic route

2,3,4-Trifluoroaniline Specification

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