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℃)

Flash point:

196 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Powder

pka

2.36±0.10(Predicted)

color 

Ochre

Water Solubility 

Insoluble

BRN 

2210199

InChI

InChI=1S/C6H5FN2O2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H,8H2

InChIKey

LLIOADBCFIXIEU-UHFFFAOYSA-N

SMILES

C1(N)=CC=C(F)C([N+]([O-])=O)=C1

CAS DataBase Reference

364-76-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 4-fluoro-3-nitro-(364-76-1)

EPA Substance Registry System

4-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 

T

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29214210

MSDS

• Language:English Provider:4-Fluoro-3-nitroaniline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Fluoro-3-nitroaniline Usage And Synthesis

Chemical Properties

whitetolightyellowcrystalpowde

Uses

4-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.

Uses

4-Fluoro-3-nitroaniline was used in the preparation of commercial hair dyes.

Definition

ChEBI: 4-fluoro-3-nitroaniline is a nitroaniline and an organofluorine compound.

Synthesis

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(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