Discovery of 2,7-Dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1049034-71-0.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1049034-71-0, name is 2,7-Dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1049034-71-0

A dry three-neck round bottom flask was equipped with a Schlenk adapter, dropping funnel, and rubber septum. Under nitrogen, 2,7-dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b?]dithiophene (1.06 g, 1 mmol) was dissolved in dry TI-IF (20 mL) and cooled -78 C. using a dry ice/acetone cold bath. Under nitrogen, a solution of n-butyllithium (1.6 M in hexane, 1.50 mL, 2.4 mmol) was added dropwise over 15 minutes to the reaction vessel. The reaction was stirred at -78 C. under nitrogen for one hour. Then trimethyltin chloride (0.60 g, 3.0 mmol) was added dropwise over 5 minutes to the reaction vessel via syringe at -78 C. The reaction was stirred at -78 C. under nitrogen for 1 hour and subsequently warmed to room temperature and stirred overnight. The mixture was then poured into deionized water (3¡Á100 mL) and the organic phase was extracted with hexanes (3¡Á100 mL). The organic phases were collected and washed with deionized water (5¡Á100 mL), dried over sodium sulphate, filtered, and concentrated. The crude product was recrystallized from hexane/ethanol (10/90) and dried under high vacuum to give 1.07 g of final product as white needles, yield 87%. NMR (500 MHz, CDCl3) delta (ppm): 7.48 (s, 2H), 7.21 (d, 8H), 7.13 (d, 8H), 2.63 (t, J=7.75 Hz, 8H), 1.66-1.57 (m, 8H), 1.42-1.30 (m, 24H), 0.89 (m, 12H), 0.41 (s, 18H). 13C NMR (125 MHz, CD2Cl2) delta (ppm): 157.64, 153.75, 147.14, 142.31, 141.90, 141.54, 134.71, 130.44, 128.35, 128.28, 127.81, 127.75, 117.65, 62.19, 35.48, 31.76, 31.66, 29.16, 22.64, 13.89, -8.39. HRMS (FD) m/z, calcd for Chemical Formula: C70H90S2Sn2 (M+): 1232.45. found: 1232.5.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1049034-71-0.

Reference:
Patent; The Regents of the University of California; Bazan, Guillermo C.; Ying, Lei; Hsu, Ben B. Y.; Wen, Wen; Tseng, Hsin-Rong; Welch, Gregory C.; (54 pag.)US9293708; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary