2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene

Base Information

• Chemical Name: 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene
• CAS No.: 137251-04-8
• Molecular Formula: C₃₆H₃₀O₄S₂
• Molecular Weight: 590.764
• Mol file: 137251-04-8.mol

Synonyms:2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene

Chemical Property of 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene

There total 4 articles about 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene 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: 86.0%

{5-[Hydroxy-bis-(4-methoxy-phenyl)-methyl]-thieno[3,2-b]thiophen-2-yl}-bis-(4-methoxy-phenyl)-methanol (137251-10-6) → 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene (137251-04-8)

Guidance literature:

In dichloromethane; Irradiation; or h*ν, solid;

DOI:10.1016/S0040-4039(00)92172-5

Reference yield:

2,5-dibromothieno[3,2-b]thiophene (25121-87-3) → 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene (137251-04-8)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 17 h / -78 - 20 °C / Inert atmosphere

2.1: trimethylsilyl perchlorate / toluene / 13.5 h / 20 °C / Inert atmosphere

3.1: zinc / acetonitrile / 10.5 h / Inert atmosphere

With n-butyllithium; trimethylsilyl perchlorate; zinc; In tetrahydrofuran; hexane; toluene; acetonitrile;

DOI:10.1021/acs.joc.5b00021

Reference yield:

C36H30O4S2(2+) → 2,5-Bis-[bis-(4-methoxy-phenyl)-methylene]-2,5-dihydro-thieno[3,2-b]thiophene (137251-04-8)

Guidance literature:

With zinc; In acetonitrile; for 10.5h; Inert atmosphere;

DOI:10.1021/acs.joc.5b00021

upstream raw materials:

{5-[Hydroxy-bis-(4-methoxy-phenyl)-methyl]-thieno[3,2-b]thiophen-2-yl}-bis-(4-methoxy-phenyl)-methanol

2,5-dibromothieno[3,2-b]thiophene

bis(p-methoxyphenyl)methanone