2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole

Base Information

• Chemical Name: 2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole
• CAS No.: 866769-99-5
• Molecular Formula: C30H24Br2Si
• Molecular Weight: 572.414
• Mol file: 866769-99-5.mol

Synonyms:1,1-dimethyl-3,4-diphenyl-2,5-bis(4-bromophenyl)silole;1,1-dimethyl-2,5-bis(4'-bromophenyl)-3,4-diphenylsilole;2,5-bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole;

Chemical Property of 2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole

Chemical Property:

• Melting Point: 222.0 to 226.0 °C
• Boiling Point: 615.8±55.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 9.53380
• Solubility.: soluble in Toluene

Purity/Quality:

97% ^*data from raw suppliers

2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole (CAS# 866769-99-5) is optically active and is used in the preparation of carbazole-fluorene-silole copolymers green light emitting diodes.

Technology Process of 2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole

There total 5 articles about 2,5-Bis(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

1.4-dibromobenzene (106-37-6) + dimethylbis(phenylethynyl)silane (2170-08-3) → 1,1-dimethyl-2,5-bis(4'-bromophenyl)-3,4-diphenylsilole (866769-99-5) + 2-{4-[5-(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilol-2-yl]phenyl}-5-(4-bromophenyl)-1,1-dimethyl-3,4-diphenylsilole (1173901-96-6)

Guidance literature:

dimethylbis(phenylethynyl)silane; With naphthalene; lithium; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

With ZnCl₂*TMEDA; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

1.4-dibromobenzene; With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 20h; Inert atmosphere; Reflux;

DOI:10.1039/b900780f

Reference yield:

1,1-dimethyl-2,3,4,5-tetraphenylsilole (7641-40-9) → 1,1-dimethyl-2,5-bis(4'-bromophenyl)-3,4-diphenylsilole (866769-99-5)

Guidance literature:

With gold(III) chloride; N-Bromosuccinimide; In 1,2-dichloro-ethane; at 80 ℃; for 11h; Inert atmosphere;

Reference yield:

diphenyl acetylene (501-65-5) → 1,1-dimethyl-2,5-bis(4'-bromophenyl)-3,4-diphenylsilole (866769-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium / diethyl ether / 3.5 h / -15 - 20 °C / Inert atmosphere

1.2: 5 h / 80 °C / Inert atmosphere

2.1: N-Bromosuccinimide; gold(III) chloride / 1,2-dichloro-ethane / 11 h / 80 °C / Inert atmosphere

With gold(III) chloride; N-Bromosuccinimide; lithium; In diethyl ether; 1,2-dichloro-ethane;

upstream raw materials:

1.4-dibromobenzene

dimethylbis(phenylethynyl)silane

C₁₈H₁₆Cl₂SiZn₂

1,4-bromoiodobenzene

Downstream raw materials:

C₅₉H₄₇N₃O₂Si

1,1-dimethyl-2,5-bis[4-(naphthalen-2-yl)phenyl]-3,4-diphenylsilole

1,1-dimethyl-2,5-bis(4'-diphenylphosphinophenyl)-3,4-diphenylsilole

C₇₀H₅₂O₂P₂Si