tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine

Base Information

• Chemical Name: tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine
• CAS No.: 1256354-84-3
• Molecular Formula: C₈₁H₉₉NO₃S₆
• Molecular Weight: 1327.08
• Mol file: 1256354-84-3.mol

Synonyms:tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine

Chemical Property of tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine

There total 2 articles about tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine 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: 43.5%

5-bromo-5'-formyl-4,4'-dihexyl-2,2'-bithiophene (936029-86-6) + tris-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine (267221-90-9) → tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine (1256354-84-3)

Guidance literature:

With potassium phosphate; tri tert-butylphosphoniumtetrafluoroborate; In water; toluene; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/cm102077j

Reference yield:

3-hexyl-2-bromothiophene (69249-61-2,125321-66-6) → tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine (1256354-84-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium fluoride; silver nitrate / dimethyl sulfoxide / 24 h / 60 °C / Darkness

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

2.3: 20 °C

3.1: potassium phosphate; tri tert-butylphosphoniumtetrafluoroborate / water; toluene / 24 h / 120 °C / Inert atmosphere

With potassium fluoride; potassium phosphate; n-butyllithium; silver nitrate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; toluene; 3.1: Suzuki coupling;

DOI:10.1021/cm102077j

Reference yield: 72.0%

tris{4-[5-(5-formyl-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine (1256354-84-3) + malononitrile (109-77-3) → tris{4-[5-(5-((dicyanomethylidene)methyl)-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine (1256354-86-5)

Guidance literature:

With triethylamine; In chloroform; at 75 ℃; for 24h; Inert atmosphere;

DOI:10.1021/cm102077j

upstream raw materials:

5-bromo-5'-formyl-4,4'-dihexyl-2,2'-bithiophene

tris-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine

3-hexyl-2-bromothiophene

Downstream raw materials:

tris{4-[5-(5-((dicyanomethylidene)methyl)-4-hexyl-2-thienyl)-3-hexyl-2-thienyl]phenyl}amine