2,6-Difluoroiodobenzene Chemical Properties

Melting point:

24-26℃

Boiling point:

186℃

Density 

2.001

Flash point:

69℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow

InChIKey

VQMXWPLTZBKNEH-UHFFFAOYSA-N

CAS DataBase Reference

13697-89-7

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2903998090

2,6-Difluoroiodobenzene Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2,6-difluoroiodobenzene from 1,3-difluorobenzene was as follows: n-butyllithium (n-BuLi, 42 mL, 105 mmol) was slowly added to an anhydrous tetrahydrofuran (THF, 50 mL) solution of 1,3-difluorobenzene (10.0 g, 87 mmol) over a period of 10 min at -78 °C and under nitrogen protection. Subsequently, the reaction mixture was gradually warmed to room temperature and held for 5 minutes. Next, a tetrahydrofuran (THF, 200 mL) solution of iodine (26.7 g, 105 mmol) was slowly added and the reaction mixture continued to be stirred for 4 hours at room temperature. Upon completion of the reaction, the reaction was quenched with water and the organic phase was extracted with dichloromethane (CH2Cl2), followed by washing the organic layer with brine and drying with anhydrous sodium sulfate (Na2SO4). After filtration, the target product 2,6-difluoroiodobenzene (12.5 g, 74% yield) was obtained by concentration under reduced pressure. The structure of the product was confirmed by 1H NMR (CDCl3): δ 7.24-7.30 (1H, m), 6.89 (2H, dd, J = 6.6 Hz, 8.4 Hz).

References

[1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 1, p. 187 - 191
[3] Angew. Chem., 2018, vol. 130, p. 193 - 197,5
[4] Patent: WO2013/71865, 2013, A1. Location in patent: Page/Page column 56
[5] Patent: CN103102349, 2017, B. Location in patent: Paragraph 0493-0495

2,6-Difluoroiodobenzene(13697-89-7)Related Product Information

• Trifluoromethanesulfonic acid
• [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE
• 3,5-Difluoro-4-iodoaniline
• 1,3,5-Trifluoro-2,4,6-triiodobenzene
• 1,4-DIIODOTETRAFLUOROBENZENE
• 4-Bromo-2,6-difluoroiodobenzene
• IODOPENTAFLUOROBENZENE
• 2,4,6-TRIFLUOROIODOBENZENE
• 2,6-Difluoroiodobenzene
• ETHYL 2,4,5-TRIFLUORO-3-IODOBENZOATE
• 3,5-Difluoro-4-iodophenol
• 2,3,5,6-TETRAFLUOROIODOBENZENE
• 2,3,5,6-TETRAFLUORO-4-IODOPHENOL
• 2,3,5,6-TETRAFLUORO-4-IODOPHENYL ACETATE
• BUTTPARK 80\07-46
• BUTTPARK 80\07-45
• 3,5-DIFLUORO-4-IODONITROBENZENE