The origin of a common compound about 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

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 1073-39-8.

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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1073-39-8

General procedure: In a 100 mL round-bottom flask, 1,2-dibromoethane (0.3 mL), magnesium (1.9 g, 80 mmol), and dry THF (5 mL) were added and stirred at ambient temperature for 30 min under nitrogen. Then 3-chloropropylmethyldichlorosilane (9.5 mL, 60 mmol) in THF(45 mL) was added dropwise over a period of 15 min and the reaction mixture was heated to 50 C for another 2 h. In another flask, magnesium (1.44 g, 60 mmol) and a grain of iodine were added. Then 4-bromobenzocyclobutene (9.15 g, 50 mmol) in 30 mL of dry THF was slowly added dropwise over a period of 2 h under nitrogen atmosphere. The reaction mixture was heated to 50 C and stirred continuously for 1 h. Resulted solution was added to the first flask. The reaction temperature was elevated to 50 C and kept overnight. Then the solution was poured into 1 M aq. HCl and extracted with hexane. The organic layer was washed twice with water and dried over anhydrous sodium sulfate. After removing the solvents by rotary evaporation, the residual oil was purified by silica-gel column chromatography (petroleum ether) to give the colorless oil (30.5 mmol, 5.74 g) in 61% yield.

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 1073-39-8.

Reference:
Article; Hu, Huan; Liu, Lili; Li, Zheng; Zhao, Cuijiao; Huang, Yawen; Chang, Guanjun; Yang, Junxiao; Polymer; vol. 66; (2015); p. 58 – 66;,
Bromide – Wikipedia,
bromide – Wiktionary