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2,6-Dibromo-4,4-dihexyl-4H-silolo[3,2-b:4,5-b']dithiophene synthesis

6synthesis methods
906372-08-5 Synthesis
4,4-di-n-hexyl-dithieno[3,2-b:2',3'-d]silole

906372-08-5
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Yield:188690-66-6 89.1%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 20; for 0.166667 h;

Steps:

2.1.6. 5,5'-dibromo-3,3'-dihexylsilylene-2,2' -bithiophene (6)

To a solution of 5 (0.26 g, 0.7 mmol) in 10 mL DMF was addedNBS (0.28 g, 1.6 mmol) in one portion. The mixture was stirred atroom temperature for 10 min, and then water was added. Themixture was extracted with diethyl ether. The combined organicphase was washed with water and dried over MgSO4. The solventwas removed, and the product was purified by silica gel columnchromatography (hexane) to afford a green liquid (0.31 g, 89.1%). 1HNMR (CDCl3), δ (ppm): 6.99 (s, 2H), 1.34-0.88 (m, 26H).

References:

Li, Fanchao;Hu, Zhiwei;Qiao, Hongbing;Liu, Lin;Hu, Jiawei;Chen, Xuegang;Li, Jie [Dyes and Pigments,2016,vol. 132,p. 142 - 150]