2,3-Difluoro-6-nitroaniline Chemical Properties

Melting point:

115-117°

Boiling point:

284.2±35.0℃ (760 Torr)

Density 

1.554±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

125.7±25.9℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder

pka

-2.87±0.25(Predicted)

color 

Bright yellow

InChI

InChI=1S/C6H4F2N2O2/c7-3-1-2-4(10(11)12)6(9)5(3)8/h1-2H,9H2

InChIKey

DIPGYZSCGXBTEU-UHFFFAOYSA-N

SMILES

C1(N)=C([N+]([O-])=O)C=CC(F)=C1F

Safety Information

RIDADR 

UN2811

HazardClass 

IRRITANT

HazardClass 

6.1

HS Code 

2921420090

2,3-Difluoro-6-nitroaniline Usage And Synthesis

Chemical Properties

light yellow powder

Synthesis

The general procedure for the synthesis of 2,3-difluoro-6-nitroaniline from 2,3,4-trifluoronitrobenzene was as follows: 8.85 g (50 mmol) of 2,3,4-trifluoronitrobenzene was dissolved in 50 ml of ethanol. To this solution was added 13.62 g (200 mmol equivalent) of 25% ammonia followed by stirring the reaction mixture for 8 hours at room temperature. After completion of the reaction, ethanol was removed by distillation and then the reaction mixture was filtered. The crude product obtained was washed with water and subsequently dried under reduced pressure to afford 7.94 g (45.6 mmol, 91.2% yield) of 2,3-difluoro-6-nitroaniline. The structure of the resulting compound was confirmed by 1H-NMR analysis.

References

[1] Patent: JP2015/227293, 2015, A. Location in patent: Paragraph 0033; 0034
[2] Patent: WO2010/20363, 2010, A1. Location in patent: Page/Page column 96-97, 119-120
[3] Patent: US2013/287686, 2013, A1. Location in patent: Paragraph 0135; 0136

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