3,4,5-TRIFLUOROIODOBENZENE Chemical Properties

Boiling point:

176.4±35.0 °C(Predicted)

Density 

2.078±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

liquid

color 

Clear, pale peach

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

2903998090

3,4,5-TRIFLUOROIODOBENZENE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3,4,5-trifluoroiodobenzene from 3,4,5-trifluorobromobenzene was as follows: first, magnesium (5.76 g, 237 mmol) and iodine (10.0 mg, 40.0 μmol) were added to tetrahydrofuran (190 mL), followed by the slow dropwise addition of 3,4,5-trifluorobromobenzene (50.0 g, 237 mmol). The reaction mixture was stirred at room temperature for 30 min. Next, a tetrahydrofuran solution (160 mL) of iodine (66.1 g, 261 mmol) was added at 0 °C and the mixture was continued to be stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was poured into ice water, neutralized with concentrated hydrochloric acid and then extracted with hexane. The extract was sequentially washed with saturated aqueous sodium thiosulfate and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. Finally, the concentrate was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1/10) to afford the title compound 3,4,5-trifluoroiodobenzene as a yellow oil (yield 45.0 g, 70%).1H NMR (CDCl3) δ: 7.32 (2H, t, J=6.4 Hz).

References

[1] Patent: JP2016/84346, 2016, A. Location in patent: Paragraph 0050
[2] Patent: JP2016/84328, 2016, A. Location in patent: Paragraph 0187
[3] Patent: JP2016/84347, 2016, A. Location in patent: Paragraph 0136
[4] Patent: JP2016/84348, 2016, A. Location in patent: Paragraph 0064
[5] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2002, vol. 373, p. 17 - 24

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