4-Iododibenzothiophene Chemical Properties

Melting point:

100.0 to 104.0 °C

Boiling point:

408.2±18.0 °C(Predicted)

Density 

1.832±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Orange to Green

Safety Information

HS Code 

2934.99.4400

4-Iododibenzothiophene Usage And Synthesis

Chemical Properties

off-white powder

Synthesis

General procedure for the synthesis of 4-iododibenzothiophene from dibenzothiophene: To a stirred, cooled-to-0 °C solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in tetrahydrofuran (THF, 2-3 mL) was sequentially added a hexane solution (1.5 mmol) of 1.6 M butyl lithium (BuLi) for 5 min followed by ZnCl2- TMEDA (0.13 g, 0.50 mmol). The reaction mixture was continued to be stirred at 0 °C for 15 min, followed by the addition of dibenzothiophene (1a, 0.20 g, 1.0 mmol). After 2 h of reaction at this temperature, a THF (4 mL) solution of iodine (I2, 0.38 g, 1.5 mmol) was added. The mixture was stirred overnight and then saturated aqueous sodium bicarbonate (NaHCO3) and sodium thiosulfate (Na2S2O3, 4 mL) solutions were added sequentially. The mixture was extracted with ethyl acetate (EtOAc, 3 x 20 mL), the organic layers were combined, dried with magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. Finally, the target product 4-iododibenzothiophene was purified by silica gel column chromatography (eluent: heptane/dichloromethane (CH2Cl2) gradient from 100:0 to 80:20).

References

[1] Synthesis (Germany), 2017, vol. 49, # 19, p. 4500 - 4516
[2] Patent: KR2015/144121, 2015, A. Location in patent: Paragraph 0299-0301
[3] Patent: KR2016/26661, 2016, A. Location in patent: Paragraph 0679-0685
[4] Patent: KR101527181, 2015, B1. Location in patent: Paragraph 0111; 0112; 0113
[5] Journal of the American Chemical Society, 1945, vol. 67, p. 1479

4-Iododibenzothiophene(132034-89-0)Related Product Information

• Dibenzofuran