bis(4-broMophenyl)-diphenyl-silane

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bis(4-broMophenyl)-diphenyl-silane Basic information
Product Name:bis(4-broMophenyl)-diphenyl-silane
Synonyms:bis(4-broMophenyl)-diphenyl-silane;1,1'-(Diphenylsilylene)bis[4-bromobenzene];NSC 168683;JACS-18733-91-0;Benzene, 1,1'-(diphenylsilylene)bis[4-bromo-;bis(4-broMophenyl)-diphenyl-silane ISO 9001:2015 REACH
CAS:18733-91-0
MF:C24H18Br2Si
MW:494.29
EINECS:
Product Categories:
Mol File:18733-91-0.mol
bis(4-broMophenyl)-diphenyl-silane Structure
bis(4-broMophenyl)-diphenyl-silane Chemical Properties
Melting point 167.0 to 171.0 °C
Boiling point 494.4±45.0 °C(Predicted)
density 1.49±0.1 g/cm3(Predicted)
storage temp. Store at room temperature
form powder to crystal
color White to Almost white
InChIKeyUTEBJTKMYMQRIF-UHFFFAOYSA-N
CAS DataBase Reference18733-91-0
Safety Information
HS Code 2931.90.6000
MSDS Information
bis(4-broMophenyl)-diphenyl-silane Usage And Synthesis
Synthesis
1,4-Dibromobenzene

106-37-6

Dichlorodiphenylsilane

80-10-4

bis(4-broMophenyl)-diphenyl-silane

18733-91-0

a) Under a dry nitrogen atmosphere, 10.81 g (50 mmol) of 1,4-dibromobenzene was dissolved in 400 mL of anhydrous tetrahydrofuran (THF) and the solution was cooled to -78 °C. Subsequently, 20 mL (50 mmol) of hexane solution of n-butyllithium (n-BuLi) was slowly added dropwise, keeping the reaction temperature at -78 °C. After the dropwise addition, the reaction mixture was continued to be stirred at -78 °C for 1 hour. Then, 6.3 g (25 mmol) of diphenyl dichlorosilane dissolved in 80 mL of anhydrous THF was slowly added dropwise, and upon completion of the dropwise addition, the reaction mixture was allowed to slowly warm to room temperature and stirred overnight. After completion of the reaction, the solvent was evaporated to dryness using a rotary evaporator and the crude product obtained was purified by recrystallization from toluene. Ultimately, 10 g (0.021 mol) of bis(4-bromophenyl)diphenylsilane was obtained from recrystallization from n-butanol in 81% yield.

References[1] Patent: KR2016/69021, 2016, A. Location in patent: Paragraph 0191-0193
[2] Patent: CN108129386, 2018, A. Location in patent: Paragraph 0155; 0157; 0158
[3] Patent: CN103804409, 2016, B. Location in patent: Paragraph 0026; 0056-0057
[4] Patent: US2012/305851, 2012, A1. Location in patent: Page/Page column 66-67
[5] Journal of Materials Chemistry C, 2014, vol. 2, # 25, p. 5019 - 5027
bis(4-broMophenyl)-diphenyl-silane Preparation Products And Raw materials
Raw materialsDiphenylsilane-->Dichlorodiphenylsilane-->1,4-Dibromobenzene-->n-Butyllithium-->Tetrahydrofuran
Preparation Productsbis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane
Tag:bis(4-broMophenyl)-diphenyl-silane(18733-91-0) Related Product Information
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