2,6-DIFLUORO-4-IODOANILINE Chemical Properties

Melting point:

77-79°C

Boiling point:

223℃

Density 

2.086

Flash point:

89℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

Solid

pka

1.02±0.10(Predicted)

Appearance

White to light brown Solid

Safety Information

HS Code 

2921420090

2,6-DIFLUORO-4-IODOANILINE Usage And Synthesis

Uses

2,6-Difluoro-4-iodoaniline is an amine derivative and can be used as an organic intermediate.

Synthesis

The general procedure for the synthesis of 2,6-difluoro-4-iodoaniline from 2,6-difluoroaniline is as follows: 2,6-difluoroaniline (3.0 g, 22.56 mmol) was dissolved in acetic acid (10 mL). To this solution iodine monochloride (3.581 g, 22.56 mmol) was added. The reaction mixture was stirred at room temperature for 15 minutes. After completion of the reaction, the solvent was removed by evaporation and the residue was neutralized with aqueous sodium carbonate. Subsequently, the aqueous phase was extracted with dichloromethane. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and the solvent evaporated to afford the target product 2,6-difluoro-4-iodoaniline in 95% yield.

References

[1] Journal of the American Chemical Society, 2012, vol. 134, # 51, p. 20597 - 20600
[2] Patent: WO2004/74266, 2004, A1. Location in patent: Page 54
[3] Patent: WO2006/15985, 2006, A1. Location in patent: Page/Page column 54
[4] Journal of Organic Chemistry, 2009, vol. 74, # 19, p. 7370 - 7382
[5] European Journal of Organic Chemistry, 2010, # 16, p. 3049 - 3067

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