2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene

Base Information

• Chemical Name: 2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene
• CAS No.: 959910-62-4
• Molecular Formula: C₁₄H₂₀Br₂S₂Si₂
• Molecular Weight: 468.424
• Mol file: 959910-62-4.mol

Synonyms:2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene

Chemical Property of 2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene

There total 1 articles about 2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene 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:

3,3'-bithiophene (3172-56-3) → 2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene (959910-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; acetic acid / chloroform

2: lithium diisopropyl amide

With N-Bromosuccinimide; acetic acid; lithium diisopropyl amide; In chloroform;

DOI:10.1039/d1cc03219d

Reference yield: 79.4%

2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene (959910-62-4) + diphenylsilyl dichloride (80-10-4) → 7,7-diphenyl-2,5-bis(trimethylsilyl)dithieno[2,3-b:3',2'-d]silole (1361332-55-9)

Guidance literature:

2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

diphenylsilyl dichloride; In tetrahydrofuran; at -78 - 120 ℃; Inert atmosphere;

DOI:10.2174/157017811799304179

Reference yield:

2,2′-dibromo-5,5′-bis(trimethylsilyl)-3,3′-bithiophene (959910-62-4) → 4,4',4'',4'''-(cycloocta[1,2-b:4,3-b':5,6-b'':8,7-b''']tetrathiophene-2,5,8,11-tetrayl)tetrabenzaldehyde

Guidance literature:

Multi-step reaction with 4 steps

1: n-butyllithium; copper dichloride

2: trifluoroacetic acid / chloroform / 1 h / 20 °C

3: bromine / dichloromethane / 48 h / 0 - 20 °C

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 48 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bromine; potassium carbonate; trifluoroacetic acid; copper dichloride; In dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1039/d1cc03219d

upstream raw materials:

3,3'-bithiophene

Downstream raw materials:

7,7-diphenyl-2,5-bis(trimethylsilyl)dithieno[2,3-b:3',2'-d]silole

Refernces