771-69-7

Basic information

• Product Name: 1,2,3-Trifluoro-4-nitrobenzene
• Synonyms: 3,4,5 TRIFLUORONITROBENZEN;2,3,4-Trifluornitrobenzene;4-chloro-2-fluroaniline;2,3,4-TRIFLUORONITROBRNZENE;1-nitro-2,3,4-trifluorobenzene;2,3,4-Trifluoronitrobenzene 99%;2,3,4-Trifluoronitrobenzene99%;2,3,4-TRIFLUORONITROBENZENEOFLOXACIN
• CAS NO: 771-69-7
• Molecular Formula: C₆H₂F₃NO₂
• Molecular Weight: 177.08
• EINECS: 212-238-4
• Product Categories: blocks;FluoroCompounds;NitroCompounds;Aromatic Hydrocarbons (substituted) & Derivatives;API intermediates;Fluorine series
• Mol File: 771-69-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 92 °C20 mm Hg(lit.)
• Flash Point: 200 °F
• Appearance: clear yellow liquid after melting
• Density: 1.541 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.4mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2449746
• CAS DataBase Reference: 1,2,3-Trifluoro-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Trifluoro-4-nitrobenzene(771-69-7)
• EPA Substance Registry System: 1,2,3-Trifluoro-4-nitrobenzene(771-69-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-24/25
• RIDADR: UN2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 771-69-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 771-69-7 differently. You can refer to the following data:
1. 2,3,4-Trifluoronitrobenzene is a useful research chemical.
2. 2,3,4-Trifluoronitrobenzene was employed as starting reagent in the synthesis of ofloxacin. It was also used in the synthesis of the third generation quinolones antibacterial drugs.

Chemical Properties

clear yellow liquid after melting

General Description

2,3,4-Trifluoronitrobenzene is a fluoronitrobenzene and its biotransformation under methanogenic conditions has been studied by semicontinuous and batch tests. 2,3,4-Trifluoronitrobenzene is an important pharmaceutical intermediate.

InChI:InChI=1/C7H2Cl2F4/c8-4-1-3(7(11,12)13)2-5(9)6(4)10/h1-2H

Synthetic route

4-nitro-1,2,3-trichlorobenzene (17700-09-3) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Stage #1: 4-nitro-1,2,3-trichlorobenzene With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide at 75 - 80℃; for 4h; Stage #2: With potassium fluoride; tetrabutyl ammonium fluoride In dimethyl sulfoxide at 75 - 180℃; for 12h; Time;	99.7%

1,3-dichloro-2-fluorobenzene (2268-05-5) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Stage #1: 1,3-dichloro-2-fluorobenzene With sulfuric acid; nitric acid at 20 - 25℃; for 2.5h; Stage #2: With sulfolane; potassium fluoride for 5h;	85.5%
Multi-step reaction with 2 steps 1: sulfuric acid; aqueous nitric acid / 40 °C 2: dimethylformamide; potassium fluoride / 150 °C View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 2 h / Heating 2: sulfolane; potassium fluoride / 8 h / 200 - 210 °C View Scheme

1,3-dichloro-2-fluoro-4-nitrobenzene (393-79-3) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
With potassium fluoride at 160 - 165℃; for 7h; Time;	85%
With potassium fluoride; immobilized pyridinium salt In sulfolane at 180℃; for 2h;	68%
With potassium fluoride; N,N-dimethyl-formamide at 150℃;
With sulfolane; potassium fluoride at 200 - 210℃; for 8h; Temperature;	124 g

1,2,3-trifluorobenzene (1489-53-8) → 2,3,4-trifluoronitrobenzene (771-69-7)

3,4,5-trifluoro aniline (163733-96-8) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran View Scheme

anhydrous ethylene glycol dimethyl ether + trimethyl(ethoxypolyoxypropylmethyl ether)ammonium chloride + 1,3-dichloro-2-fluoro-4-nitrobenzene (393-79-3) + tetrabutyl phosphonium bromide (3115-68-2) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
With potassium fluoride In 5,5-dimethyl-1,3-cyclohexadiene

1,2-dichloro-benzene (95-50-1) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: nitric acid; sulfuric acid / 2 h / 95 - 100 °C 2.1: potassium fluoride / 3 h / 140 - 150 °C 3.1: chlorine / 180 - 190 °C 4.1: nitric acid; sulfuric acid / 2.5 h / 20 - 25 °C 4.2: 5 h View Scheme

1,2-Dichloro-3-nitrobenzene (3209-22-1) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium fluoride / 3 h / 140 - 150 °C 2.1: chlorine / 180 - 190 °C 3.1: nitric acid; sulfuric acid / 2.5 h / 20 - 25 °C 3.2: 5 h View Scheme

1-chloro-2-fluoro-3-nitrobenzene (2106-49-2) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: chlorine / 180 - 190 °C 2.1: nitric acid; sulfuric acid / 2.5 h / 20 - 25 °C 2.2: 5 h View Scheme

3,4,5-trichloronitrobenzen (20098-48-0) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 5 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 View Scheme

3,5-dichloro-4-fluoro-nitrobenzene (3107-19-5) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 4 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 View Scheme

3,5-dichloro-4-fluorophenylamine (2729-34-2) → 2,3,4-trifluoronitrobenzene (771-69-7)

Conditions	Yield
Multi-step reaction with 3 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 View Scheme

chloro-trimethyl-silane (75-77-4) + 2,3,4-trifluoronitrobenzene (771-69-7) → 2,3,4-trifluoro-5-(trimethylsilyl)nitrobenzene

Conditions	Yield
With sodium hexamethyldisilazane In tetrahydrofuran at -78℃;	100%

2,3,4-trifluoronitrobenzene (771-69-7) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8) → (R)-3,4-difluoro-2-(2,3-isopropylidenedioxypropoxy)nitrobenzene (129798-33-0)

Conditions	Yield
With potassium hydroxide In water; toluene	100%

3,5-dibromophenol (626-41-5) + 2,3,4-trifluoronitrobenzene (771-69-7) → C12H5Br2F2NO3 (930786-23-5)

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran at 0 - 20℃;	100%

2,3,4-trifluoronitrobenzene (771-69-7) + aniline (62-53-3) → (2,3-Difluoro-6-nitro-phenyl)-phenylamine (1393178-31-8)

Conditions	Yield
Stage #1: aniline With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at -78℃; for 0.5h; Stage #3: With water In tetrahydrofuran	100%

2,3,4-trifluoronitrobenzene (771-69-7) + sodium methylate (124-41-4) → 2-fluoro-1,3-dimethoxy-4-nitrobenzene (155020-44-3)

Conditions	Yield
In methanol Ambient temperature;	99%
In methanol at 4 - 20℃; for 0.5h;	99%
In methanol at 0 - 20℃;	98%
In methanol at 0 - 20℃;	80%

2,3,4-trifluoronitrobenzene (771-69-7) + methylamine (74-89-5) → 2,3-difluoro-N-methyl-6-nitroaniline (170432-54-9)

Conditions	Yield
In tetrahydrofuran at 40℃; for 18h;	99%

2,3,4-trifluoronitrobenzene (771-69-7) → 2,3,4-trifluoroaniline (3862-73-5)

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

1,5-dioxaspiro[5.5]undecane-2,4-dione (1658-27-1) + 2,3,4-trifluoronitrobenzene (771-69-7) + N-ethyl-N,N-diisopropylamine (7087-68-5) → C15H13F2NO6*C8H19N

Conditions	Yield
In acetonitrile at 45℃; for 20h;	98%

2,3,4-trifluoronitrobenzene (771-69-7) → 1,2,3-Trifluoro-4,6-dinitrobenzene (55346-93-5)

Conditions	Yield
With trifluorormethanesulfonic acid; tris(trifluoromethanesulfonyloxy)boron; nitric acid at 65℃; for 6h;	96%
With sulfuric acid; potassium nitrate	91%
With sulfuric acid; nitric acid at 80℃; for 2h;	84.2%

2,3,4-trifluoronitrobenzene (771-69-7) + 1-(4-fluoro-phenyl)-2-(tetrahydro-pyrimidin-2-ylidene)-ethanone (251940-05-3) → 6-fluoro-10-(4-fluorobenzoyl)-9-nitro-1,2,3,4-tetrahydropyrimido[1,2-a]indole

Conditions	Yield
Stage #1: 2,3,4-trifluoronitrobenzene; 1-(4-fluoro-phenyl)-2-(tetrahydro-pyrimidin-2-ylidene)-ethanone With sodium carbonate In 1,4-dioxane at 80℃; for 4h; Stage #2: With caesium carbonate In 1,4-dioxane for 3h; Reflux;	93%

2,3,4-trifluoronitrobenzene (771-69-7) + 1-phenyl-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one (82100-30-9) → 10-benzoyl-6-fluoro-9-nitro-1,2,3,4-tetrahydropyrimido[1,2-a]indole

Conditions	Yield
Stage #1: 2,3,4-trifluoronitrobenzene; 1-phenyl-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one With potassium carbonate In 1,4-dioxane at 80℃; for 3h; Stage #2: With caesium carbonate In 1,4-dioxane for 3h; Reflux;	93%

2,3,4-trifluoronitrobenzene (771-69-7) → 2-amino-3,4-difluoronitro-benzene (211693-73-1)

Conditions	Yield
With ammonium hydroxide In ethanol at 20℃; for 8h;	91.2%
With ammonia In methanol at 70℃; for 1.5h; Microwave irradiation;	73%
With ammonia In methanol at 70℃; for 1.5h; Microwave irradiation;	35.6%

2,3,4-trifluoronitrobenzene (771-69-7) + (2R)-1-(benzyloxy)propan-2-ol (89401-28-5) → (R)-2-(1-benzyloxyisopropoxy)-3,4-difluoronitrobenzene

Conditions	Yield
With potassium hydroxide; potassium carbonate In water; toluene	91%

2,3,4-trifluoronitrobenzene (771-69-7) + ethyl acetoacetate (141-97-9) → 1-(2,3-difluoro-6-nitrophenyl)propan-2-one (121247-16-3)

Conditions	Yield
With hydrogenchloride; acetic acid In tetrahydrofuran; water	90%
Stage #1: ethyl acetoacetate With potassium tert-butylate In tetrahydrofuran at 11 - 25℃; for 1h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 10 - 21℃; for 3.08333h; Stage #3: With sulfuric acid In acetic acid at 70℃; for 3h; Heating / reflux;	82%
With acetic acid In tetrahydrofuran; hydrogenchloride	72%
With acetic acid In tetrahydrofuran; hydrogenchloride	72%
With sodium hydride Yield given. Multistep reaction;

2,3,4-trifluoronitrobenzene (771-69-7) → 3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile (770719-09-0)

Conditions	Yield
Stage #1: 3-chloro-5-hydroxybenzonitrile With sodium t-butanolate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 0℃; for 3.5h;	89%
Stage #1: 3-bromo-5-chlorophenol With sodium t-butanolate In tetrahydrofuran at 0℃; for 1h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 0℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 1h;	82%
Stage #1: 3-chloro-5-hydroxybenzonitrile With sodium t-butanolate In tetrahydrofuran at 0℃; for 1h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 0℃;	82%
Stage #1: 3-chloro-5-hydroxybenzonitrile With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.333333h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 20℃; for 2h;

3-chloro-5-hydroxybenzonitrile (473923-97-6) + 2,3,4-trifluoronitrobenzene (771-69-7) → 3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile (770719-09-0)

Conditions	Yield
Stage #1: 3-chloro-5-hydroxybenzonitrile With sodium t-butanolate In tetrahydrofuran at 0℃; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 0 - 20℃;	89%
With sodium t-butanolate In tetrahydrofuran at 0℃; for 1h;	82%
Stage #1: 3-chloro-5-hydroxybenzonitrile With sodium t-butanolate In tetrahydrofuran at 0℃; for 1h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at 0℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran for 1h;	82%

methanol (67-56-1) + 2,3,4-trifluoronitrobenzene (771-69-7) → 2-fluoro-1,3-dimethoxy-4-nitrobenzene (155020-44-3)

Conditions	Yield
With sodium methylate for 48h; Reflux;	89%

2,3,4-trifluoronitrobenzene (771-69-7) + ethyl acetoacetate (141-97-9) → 1,2-difluoro-3-(2,2-dimethoxypropyl)-4-nitrobenzene (288385-96-6) + 1-(2,3-difluoro-6-nitrophenyl)propan-2-one (121247-16-3)

Conditions	Yield
With acetic acid In tetrahydrofuran; hydrogenchloride	A 88% B 72%

2,3,4-trifluoronitrobenzene (771-69-7) → 3,4-difluoro-2-(3,5-bis-tert-butylcarbamoyl-phenoxy)nitrobenzene (866959-42-4)

Conditions	Yield
Stage #1: N,N'-di-tert-butyl-5-hydroxy-isophthalamide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran at -35 - 30℃; for 21h;	88%

2,3,4-trifluoronitrobenzene (771-69-7) + 1-(4-methoxyphenyl)-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one (107165-84-4) → 6-fluoro-10-(4-methoxybenzoyl)-9-nitro-1,2,3,4-tetrahydropyrimido[1,2-a]indole

Conditions	Yield
Stage #1: 2,3,4-trifluoronitrobenzene; 1-(4-methoxyphenyl)-2-(tetrahydropyrimidin-2(1H)-ylidene)ethan-1-one With triethylamine In 1,4-dioxane at 60℃; for 5h; Stage #2: With caesium carbonate In 1,4-dioxane for 3h; Reflux;	87%

2,3,4-trifluoronitrobenzene (771-69-7) → 2,3-difluoro-6-nitrophenol (82419-26-9)

Conditions	Yield
With potassium hydroxide; sulfuric acid In water	86%
With potassium hydroxide In water; dimethyl sulfoxide at 18 - 20℃; for 2h;	29%
With potassium hydroxide In water; dimethyl sulfoxide
With potassium hydroxide In dimethyl sulfoxide at 15 - 17℃; for 3h;	38.8g

1-methyl-piperazine (109-01-3) + 2,3,4-trifluoronitrobenzene (771-69-7) → 1-(2,3-difluoro-4-nitrophenyl)-4-methylpiperazine

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 1h;	86%

7-Indolol (2380-84-9) + 2,3,4-trifluoronitrobenzene (771-69-7) → C14H8F2N2O3 (770718-79-1)

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran at 0℃; for 2h;	84%
Stage #1: 7-Indolol With sodium t-butanolate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: 2,3,4-trifluoronitrobenzene In tetrahydrofuran	84%

methanolic ammonia + 2,3,4-trifluoronitrobenzene (771-69-7) → 2-amino-3,4-difluoronitro-benzene (211693-73-1)

Conditions	Yield
In ethyl acetate	84%

2,3,4-trifluoronitrobenzene (771-69-7) + (R)-(-)-2-(1-ethoxyethoxy)-1-propanol (184110-41-6) → (R)-2-[2-(1-ethoxyethoxy)propoxy]-3,4-difluoronitrobenzene

Conditions	Yield
In tetrahydrofuran; diethyl ether; water	82%
With potassium hydroxide; potassium carbonate In water; toluene	6.7%

3-(difluoromethyl)-5-hydroxybenzonitrile (874974-85-3) + 2,3,4-trifluoronitrobenzene (771-69-7) → 3-difluoromethyl-5-(2,3-difluoro-6-nitro-phenoxy)-benzonitrile (1068603-76-8)

Conditions	Yield
Stage #1: 3-(difluoromethyl)-5-hydroxybenzonitrile; 2,3,4-trifluoronitrobenzene With potassium carbonate In tetrahydrofuran at 0℃; Stage #2: With acetic acid In tetrahydrofuran at 0 - 5℃; Product distribution / selectivity;	80%

Upstream product

• 393-79-3 1,3-dichloro-2-fluoro-4-nitrobenzene 
• 3115-68-2 tetrabutyl phosphonium bromide 
• 36556-47-5 3-chloro-1,2-difluorobenzene 
• 2646-83-5 3,3,4,4-tetrafluorocyclohexene 
• 17700-09-3 4-nitro-1,2,3-trichlorobenzene 
• 2106-49-2 1-chloro-2-fluoro-3-nitrobenzene 
• 3209-22-1 1,2-Dichloro-3-nitrobenzene 
• 95-50-1 1,2-dichloro-benzene 
• 2268-05-5 1,3-dichloro-2-fluorobenzene 
• 163733-96-8 3,4,5-trifluoro aniline 
• 1489-53-8 1,2,3-trifluorobenzene 
• 2729-34-2 3,5-dichloro-4-fluorophenylamine 
• 3107-19-5 3,5-dichloro-4-fluoro-nitrobenzene 
• 20098-48-0 3,4,5-trichloronitrobenzen 

Downstream Products

• 66684-59-1 2,3-difluoro-1-methoxy-4-nitrobenzene 
• 66684-60-4 1,2-difluoro-3-methoxy-4-nitrobenzene 
• 155020-44-3 2-fluoro-1,3-dimethoxy-4-nitrobenzene 
• 82419-26-9 2,3-difluoro-6-nitrophenol 
• 155020-51-2 2,3-difluoro-4-methoxyaniline 
• 155020-53-4 2,3-difluoro-4-hydroxyacetanilide 
• 155020-52-3 2,3-difluoro-4-methoxyacetanilide 
• 1026596-14-4 4-Amino-2-diethylaminomethyl-3,5-difluoro-phenol 
• 155020-46-5 3-<(diethylamino)methyl>-5,6-difluoro-4-hydroxyacetanilide 
• 770719-09-0 3-chloro-5-[(2,3-difluoro-6-nitrophenyl)oxy]benzonitrile 
• 1112969-04-6 C₁₁H₁₀F₂N₂O₃ 
• 1112969-35-3 C₁₂H₁₀F₂N₄O₂ 
• 288385-99-9 1-(2-fluoro-3-methoxy-6-nitrophenyl)propan-2-one 
• 649736-29-8 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester 

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