2,3,4-Trifluoro-6-nitroaniline Chemical Properties

Melting point:

59-61 °C(lit.)

Boiling point:

287.6±35.0 °C(Predicted)

Density 

1.653±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

-2.75±0.25(Predicted)

form 

Powder

color 

White

CAS DataBase Reference

148416-38-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

HazardClass 

TOXIC

HS Code 

29214200

MSDS

• Language:English Provider:SigmaAldrich

2,3,4-Trifluoro-6-nitroaniline Usage And Synthesis

Chemical Properties

White to yellow solid

Synthesis

The general procedure for the synthesis of 2,3,4-trifluoro-6-nitroaniline using N-(2,3,4-trifluorophenyl)acetamide as starting material was as follows: concentrated nitric acid (1.25 mL) was added slowly and dropwise to a solution of sulfuric acid (14 mL) of 2,3,4-trifluoroacetanilide (4.34 g) obtained from step 1 under ice bath conditions. The reaction mixture was maintained under stirring for 4 hours. Subsequently, crushed ice was added to the reaction mixture and the precipitated yellow solid was collected by filtration to afford 2,3,4-trifluoro-6-nitroaniline (1.56 g, 35% yield). The infrared spectrum (IR, cm?1, pure) of the product showed characteristic absorption peaks located at 3483, 3361, 1664, 1600, 1540, 1515. nuclear magnetic resonance hydrogen spectroscopy (1H NMR) data: δ 6.10 (broad single peak, D?O exchangeable, 2H), 7.80 (multiple peaks, 1H). Mass spectra (EI-MS) showed molecular ion peak m/z: 192 (M?), and fragment ion peaks m/z: 175, 119.

References

[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 22, p. 4367 - 4379
[2] Patent: WO2004/37765, 2004, A1. Location in patent: Page 8
[3] Journal of Fluorine Chemistry, 2003, vol. 121, # 2, p. 171 - 175

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