5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene

Base Information

• Chemical Name: 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene
• CAS No.: 1372812-56-0
• Molecular Formula: C₅₄H₅₄INO₂S₂
• Molecular Weight: 940.065
• Mol file: 1372812-56-0.mol

Synonyms:5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene

Chemical Property of 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene

There total 5 articles about 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-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: 92.0%

5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-2,2'-bithiophene (1372812-55-9) → 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene (1372812-56-0)

Guidance literature:

5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-2,2'-bithiophene; With mercury caproate; In dichloromethane; at 20 ℃; for 24h;

With iodine; In dichloromethane; for 6h;

DOI:10.1039/c2jm16847b

Reference yield:

5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene (1372812-53-7) → 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene (1372812-56-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C

1.2: -78 - 20 °C

2.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 1.5 h / 80 °C

3.1: tetrabutyl ammonium fluoride / 2.5 h

4.1: mercury caproate / dichloromethane / 24 h / 20 °C

4.2: 6 h

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutyl ammonium fluoride; mercury caproate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; 2.1: Suzuki coupling;

DOI:10.1039/c2jm16847b

Reference yield:

5(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5'-(trimethylsilyl)-3,4'-dihexyl-2,2'-bithiophene (1372812-54-8) → 5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-5'-iodo-2,2'-bithiophene (1372812-56-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 1.5 h / 80 °C

2.1: tetrabutyl ammonium fluoride / 2.5 h

3.1: mercury caproate / dichloromethane / 24 h / 20 °C

3.2: 6 h

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; mercury caproate; In 1,2-dimethoxyethane; dichloromethane; water; 1.1: Suzuki coupling;

DOI:10.1039/c2jm16847b

upstream raw materials:

5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

5(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5'-(trimethylsilyl)-3,4'-dihexyl-2,2'-bithiophene

5-([N-(2,6-diisopropylphenyl)]-9-perylenyl-3,4-dicarboximide)-3,4'-dihexyl-2,2'-bithiophene

5’-bromo-3,4’-dihexyl-2,2’-bithiophene

Downstream raw materials:

C₈₄H₈₄N₂O₆S₂