2,5-dibromo-1,1,3,4-tetraphenylsilole

Base Information

• Chemical Name: 2,5-dibromo-1,1,3,4-tetraphenylsilole
• CAS No.: 200068-36-6
• Molecular Formula: C₂₈H₂₀Br₂Si
• Molecular Weight: 544.36
• Mol file: 200068-36-6.mol

Synonyms:

Chemical Property of 2,5-dibromo-1,1,3,4-tetraphenylsilole

Chemical Property:

• Melting Point: 169.0 to 172.0 °C

Purity/Quality:

2,5-Dibromo-1,1,3,4-tetraphenylsilole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2,5-Dibromo-1,1,3,4-tetraphenylsilole (CAS# 200068-36-6) is a 2,5-dialkynylsilole and a luminogen. 2,5-Dibromo-1,1,3,4-tetraphenylsilole has been prepared as conjugated luminescent materials with enhanced electron and hole mobility.

Technology Process of 2,5-dibromo-1,1,3,4-tetraphenylsilole

There total 1 articles about 2,5-dibromo-1,1,3,4-tetraphenylsilole 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: 59.13%

1,1-diphenylbis(phenylethynyl)silane (18784-61-7) → 2,5-dibromo-1,1,3,4-tetraphenylsilole (200068-36-6)

Guidance literature:

1,1-diphenylbis(phenylethynyl)silane; With zinc(II) chloride; In tetrahydrofuran;

With N-Bromosuccinimide; In tetrahydrofuran;

DOI:10.1002/bkcs.12193

Reference yield:

2,5-dibromo-1,1,3,4-tetraphenylsilole (200068-36-6) → 2-Dimethylsilanyl-1,1,3,4-tetraphenyl-5-trimethylsilanyl-1H-silole (200068-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) Et₂O, -78 deg C (20 min), -> 0 deg C (30 min), 2.) Et₂O, -78 deg C (20 min), 0 deg C (1 h)

2: 1.) n-BuLi / 1.) Et₂O, hexane, -78 deg C, 0 deg C (20 min), 2.) Et₂O, hexane, -78 deg C -> room temperature

With n-butyllithium;

DOI:10.1007/BF02256755

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 2,5-dibromo-1,1,3,4-tetraphenylsilole (200068-36-6) → 2-Bromo-1,1,3,4-tetraphenyl-5-trimethylsilanyl-1H-silole (200068-38-8)

Guidance literature:

With n-butyllithium; Multistep reaction; 1.) Et2O, -78 deg C (20 min), -> 0 deg C (30 min), 2.) Et2O, -78 deg C (20 min), 0 deg C (1 h);

DOI:10.1007/BF02256755

upstream raw materials:

1,1-diphenylbis(phenylethynyl)silane

Downstream raw materials:

2-Bromo-1,1,3,4-tetraphenyl-5-trimethylsilanyl-1H-silole

2-Dimethylsilanyl-1,1,3,4-tetraphenyl-5-trimethylsilanyl-1H-silole

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