4-Fluoro-2-iodo-1-nitrobenzene Chemical Properties

Melting point:

30 °C

Boiling point:

148°C/20mmHg(lit.)

Density 

2.093±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

powder to lump

color 

Light yellow to Brown

Safety Information

HS Code 

2904990090

4-Fluoro-2-iodo-1-nitrobenzene Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-iodo-4-fluoronitrobenzene from 5-fluoro-2-nitroaniline was as follows: 5-fluoro-2-nitroaniline (70.0 g, 448 mmol) was dissolved in 37% aqueous hydrochloric acid (350 mL) at 0 °C, and an aqueous solution of sodium nitrite (32.2 g, 469 mmol) was added slowly and dropwise (100 mL). The reaction mixture was stirred at 0 °C for 1 h. Subsequently, an aqueous solution of potassium iodide (82.0 g, 490 mmol) (100 mL) was added dropwise. The reaction mixture was continued to be stirred at room temperature for 2 hours. After completion of the reaction, the product was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and subsequently purified by fast column chromatography to afford the target product 2-iodo-4-fluoronitrobenzene (98.6 g, 368 mmol, 83% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.15-7.23 (m, 1H), 7.75 (dd, J = 3.50 Hz, J = 7.60 Hz, 1H), 7.97 (dd, J = 1.6 Hz, J = 8.8 Hz, 1H).

References

[1] Patent: US2008/300242, 2008, A1. Location in patent: Page/Page column 63
[2] Organic Letters, 2010, vol. 12, # 8, p. 1696 - 1699

4-Fluoro-2-iodo-1-nitrobenzene(41860-64-4)Related Product Information

• 1-Iodo-4-nitrobenzene