Identification | Back Directory | [Name]
4-Iododibenzothiophene | [CAS]
132034-89-0 | [Synonyms]
4-Iododibenzothiophene Dibenzothiophene, 4-iodo- 4-Iododibenzothiophene > 4-Iododibenzo[b,d]thiophene 4-Iododibenzothiophene ISO 9001:2015 REACH | [Molecular Formula]
C12H7IS | [MDL Number]
MFCD00159895 | [MOL File]
132034-89-0.mol | [Molecular Weight]
310.153 |
Chemical Properties | Back Directory | [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 |
Hazard Information | Back Directory | [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 |
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