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4-Fluoro-3-nitroaniline

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  • 2026-01-20
  • CAS:364-76-1
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  • Purity: 98%min
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4-Fluoro-3-nitroaniline Basic information
Product Name:4-Fluoro-3-nitroaniline
Synonyms:uoro-3-nitroaniL;4-FLUORO-3-NITRO-PHENYLAMINE;4-FLUORO-3-NITROANILINE;4-fluoro-3-nitro-benzamine;5-AMINO-2-FLUORONITROBENZENE;3-NITRO-4-FLUOROANILINE;4-Fluor-3-nitroanilin;Benzenamine, 4-fluoro-3-nitro-
CAS:364-76-1
MF:C6H5FN2O2
MW:156.11
EINECS:206-665-5
Product Categories:Fluorobenzene Series;Anilines, Aromatic Amines and Nitro Compounds;Fluorobenzene;API intermediates;Amines;C2 to C6;Nitrogen Compounds
Mol File:364-76-1.mol
4-Fluoro-3-nitroaniline Structure
4-Fluoro-3-nitroaniline Chemical Properties
Melting point 94-96 °C (lit.)
Boiling point 331.3±22.0 °C(Predicted)
density 0.43 g/cm3 (20℃)
Fp 196 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka2.36±0.10(Predicted)
form Powder
color Ochre
Water Solubility Insoluble
BRN 2210199
InChIInChI=1S/C6H5FN2O2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H,8H2
InChIKeyLLIOADBCFIXIEU-UHFFFAOYSA-N
SMILESC1(N)=CC=C(F)C([N+]([O-])=O)=C1
CAS DataBase Reference364-76-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 4-fluoro-3-nitro-(364-76-1)
EPA Substance Registry System4-Fluoro-3-nitroaniline (364-76-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38-22
Safety Statements 36/37-37/39-26
RIDADR UN 1325 4.1/PG 2
WGK Germany 2
RTECS BY1700000
Hazard Note Irritant
TSCA TSCA listed
HazardClass 6.1(b)
PackingGroup III
HS Code 29214210
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 2
MSDS Information
ProviderLanguage
4-Fluoro-3-nitroaniline English
ACROS English
SigmaAldrich English
ALFA English
4-Fluoro-3-nitroaniline Usage And Synthesis
Chemical Propertieswhitetolightyellowcrystalpowde
Uses4-Fluoro-3-nitroaniline is used in the preparation of commercial hair dyes. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals.
Uses4-Fluoro-3-nitroaniline was used in the preparation of commercial hair dyes.
DefinitionChEBI: 4-fluoro-3-nitroaniline is a nitroaniline and an organofluorine compound.
Synthesis
2,4-Dinitrofluorobenzene

70-34-8

4-Fluoro-3-nitroaniline

364-76-1

2-Fluoro-5-nitroaniline

369-36-8

Example 43: General procedure for the synthesis of 4-fluoro-3-nitroaniline and 2-fluoro-5-nitroaniline from 2,4-dinitrofluorobenzene. A hydrogenation reaction was carried out according to the method described in Example 25 using 5% rhodium/alumina as a catalyst. This was done as follows: 18.61 g (0.10 mol) of 2,4-dinitrofluorobenzene was dissolved in a solvent mixture of 100 ml of glacial acetic acid and 100 ml of anhydrous ethanol in the presence of an alumina hydrogenation catalyst containing 0.50 g of rhodium. The hydrogen pressure was maintained at 370 psi during the reaction and the reaction time was 2 hours. Upon completion of the reaction, the product was separated by column chromatography to afford 2.79 g of 2-fluoro-5-nitroaniline in 17.6% yield. In addition, 0.85 g of 4-fluoro-3-nitroaniline was recovered as a second fraction.

References[1] Tetrahedron Letters, 1990, vol. 31, # 43, p. 6141 - 6144
[2] Tetrahedron Letters, 1990, vol. 31, # 43, p. 6141 - 6144
[3] Patent: US5105012, 1992, A
[4] Recueil des Travaux Chimiques des Pays-Bas, 1946, vol. 65, p. 329,330
[5] Russian Journal of General Chemistry, 2006, vol. 76, # 1, p. 76 - 81
4-Fluoro-3-nitroaniline Preparation Products And Raw materials
Raw materials2,4-Dinitrofluorobenzene-->Ethanol-->Hydrogen-->Acetic acid
Preparation Products5-BROMO-2-FLUOROANILINE-->4-IODO-2-NITROPHENOL-->2-Fluoro-5-iodonitrobenzene-->TERT-BUTYL 4-FLUORO-3-NITROPHENYLCARBAMATE
Tag:4-Fluoro-3-nitroaniline(364-76-1) Related Product Information
4-Fluoro-3-nitrobenzoic acid 5-FLUORO-3-NITROANILINE,3-fluoro-5-nitroaniline N-Cyclopropyl-4-fluoro-2-nitroaniline 5-CHLORO-4-FLUORO-2-NITROANILINE 3,5,6-Trifluoro-2-nitroaniline 2-FLUORO-4-NITROANILINE 5-FLUORO-2-NITROANILINE 4-FLUORO-2-NITROANILINE,4-Fluoro-2-Nitroaniline 2-Nitro-4-Fluoroaniline 2-FLUORO-5-NITROANILINE,2-Fluoro-5-nitroaniline 96%,F03860 2-Fluoro-5-nitroaniline 2,3,4-Trifluoro-6-nitroaniline 2,4-DIFLUORO-6-NITROANILINE N,N-DIMETHYL-4-FLUORO-2-NITROANILINE 2-Fluoro-6-nitroaniline 98%,2-Fluoro-6-Nitroaniline/2-Amino-3-Nitrofluorobenzene,2-FLUORO-6-NITROANILINE 3-FLUORO-4-NITROANILINE N-(5-BROMO-2-METHOXYBENZYL)-4-FLUORO-3-NITROANILINE 2-Bromo-6-fluoro-4-nitroaniline 2-fluoro-3-nitroaniline N-ISOPROPYL-4-FLUORO-2-NITROANILINE

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