dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate

Base Information

• Chemical Name: dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate
• CAS No.: 947188-86-5
• Molecular Formula: C₃₆H₅₄O₄S₂Si₂
• Molecular Weight: 671.125
• Mol file: 947188-86-5.mol

Synonyms:dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate

Chemical Property of dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate

There total 1 articles about dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate 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: 61.0%

2-trimethylsilyl-3-n-hexyl-5-tri-n-butylstannylthiophene + dimethyl 2,5-diiodo-1,4-benzenedicarboxylate (90841-95-5) → dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate (947188-86-5)

Guidance literature:

With triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

DOI:10.1021/jo0704311

Reference yield: 99.0%

dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate (947188-86-5) → dimethyl 2,5-bis[2'-(4'-hexylthienyl)]-1,4-benzenedicarboxylate (947188-87-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo0704311

Reference yield:

dimethyl 2,5-bis[2'-(4'-hexyl-5'-trimethylsilylthienyl)]-1,4-benzenedicarboxylate (947188-86-5) → 2,5-bis[2'-(4'-hexylthienyl)]-1,4-benzenedicarboxylic acid (947188-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

2: 93 percent / sodium hydroxide; water / ethanol / Heating

With sodium hydroxide; water; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/jo0704311

upstream raw materials:

dimethyl 2,5-diiodo-1,4-benzenedicarboxylate

Downstream raw materials:

dimethyl 2,5-bis[2'-(4'-hexylthienyl)]-1,4-benzenedicarboxylate

2,5-bis[2'-(4'-hexylthienyl)]-1,4-benzenedicarboxylic acid

2,5-bis[2'-(4'-hexylthienyl)]-1,4-benzenedicarboxylic acid dichloride