2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene

Base Information

• Chemical Name: 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene
• CAS No.: 136970-50-8
• Molecular Formula: C30H22S
• Molecular Weight: 0
• Mol file: 136970-50-8.mol

Synonyms:

Chemical Property of 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene

Chemical Property:

• Refractive Index: 1.689
• PSA: 28.24000
• LogP: 6.24270

Purity/Quality:

98%Min ^*data from raw suppliers

2,5-BIS(DIPHENYLMETHYLENE)-2,5-DIHYDROTHIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene

There total 6 articles about 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene 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: 31.0%

C30H24S → 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene (136970-50-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 5,5-dimethyl-1,3-cyclohexadiene; for 72h; Reflux;

Reference yield:

C30H22S(2+)*2ClO4(1-) → 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene (136970-50-8)

Guidance literature:

With zinc; In 1,2-dimethoxyethane; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)92158-0

Reference yield:

benzophenone (119-61-9) → 2,5-Bis(diphenylmethylene)-2,5-dihydrothiophene (136970-50-8)

Guidance literature:

Multi-step reaction with 4 steps

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

1.2: 19 h / -78 - 20 °C / Inert atmosphere

2.1: Inert atmosphere

3.1: trimethylsilyl perchlorate / toluene / 2.5 h / 20 °C / Inert atmosphere

4.1: zinc / acetonitrile / 24 h / Inert atmosphere

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

DOI:10.1021/acs.joc.5b00021

upstream raw materials:

benzophenone

2,5-bis(diphenylhydroxymethyl)thiophene

Refernces

• 1、 Takeda, Takashi,Akutagawa, Tomoyuki. "Preparation, structure, and redox behavior of bis(diarylmethylene)dihydrothiophene and Its π-extended analogues". . p. 2455 - 2461. Retrieved 2015/08/04.