4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene

Base Information

• Chemical Name: 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene
• CAS No.: 1448777-66-9
• Molecular Formula: C₇₀H₉₀Se₂Sn₂
• Molecular Weight: 1326.82
• Mol file: 1448777-66-9.mol

Synonyms:4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene

Chemical Property of 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene

There total 4 articles about 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene 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: 94.0%

4,4,9,9-tetrakis(4-hexylphenyl)indaceno[1,2-b:5,6-b']diselenophene (1448777-71-6) + trimethyltin(IV)chloride (1066-45-1) → 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene (1448777-66-9)

Guidance literature:

4,4,9,9-tetrakis(4-hexylphenyl)indaceno[1,2-b:5,6-b']diselenophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/cm401586t

Reference yield:

1-bromo-4-n-hexylbenzene (23703-22-2) → 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene (1448777-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: hydrogenchloride; acetic acid / water / 3 h / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; acetic acid; In tetrahydrofuran; hexane; water;

DOI:10.1021/cm401586t

Reference yield:

2,5-dibromo-terephthalic acid diethyl ester (18013-97-3) → 4,4,9,9-tetrakis(4-hexylphenyl)-2,7-bis(trimethylstannyl)indaceno[1,2-b:5,6-b']diselenophene (1448777-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / Inert atmosphere; Reflux

2.1: tetrahydrofuran / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: -78 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1002/pola.26871

upstream raw materials:

4,4,9,9-tetrakis(4-hexylphenyl)indaceno[1,2-b:5,6-b']diselenophene

trimethyltin(IV)chloride

2,5-di(selenophen-2-yl)terephthalic acid ethyl ester

1-bromo-4-n-hexylbenzene