2,2'-Bis(benzylthio)biphenyl

Base Information

• Chemical Name: 2,2'-Bis(benzylthio)biphenyl
• CAS No.: 35863-95-7
• Molecular Formula: C₂₆H₂₂S₂
• Molecular Weight: 398.593
• European Community (EC) Number: 659-658-8
• Mol file: 35863-95-7.mol

Synonyms:2,2'-BIS(BENZYLTHIO)BIPHENYL;AKOS024432738

Chemical Property of 2,2'-Bis(benzylthio)biphenyl

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 398.11629305
• Heavy Atom Count: 28
• Complexity: 384

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC2=CC=CC=C2C3=CC=CC=C3SCC4=CC=CC=C4

Technology Process of 2,2'-Bis(benzylthio)biphenyl

There total 5 articles about 2,2'-Bis(benzylthio)biphenyl 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: 56.0%

thiophenol (108-98-5) + 2'-Benzylsulfanyl-2-phenylmethanesulfinyl-biphenyl → 2,2'-bis(benzylthio)-1,1'-biphenyl (35863-95-7) + diphenyldisulfane (882-33-7)

Guidance literature:

With trifluoromethylsulfonic anhydride; at -55 ℃;

DOI:10.1016/0040-4039(95)02228-7

Reference yield: 53.0%

2,2'-dimercaptobiphenyl (43216-01-9) + benzyl bromide (100-39-0) → 2,2'-bis(benzylthio)-1,1'-biphenyl (35863-95-7)

Guidance literature:

2,2'-dimercaptobiphenyl; With sodium hydroxide; In ethanol; for 0.5h; Inert atmosphere; Schlenk technique;

benzyl bromide; In ethanol; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.molstruc.2017.04.108

Reference yield:

dibenzo[1,2]dithiine (230-26-2) → 2,2'-bis(benzylthio)-1,1'-biphenyl (35863-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / ethanol; tetrahydrofuran / 0 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydroxide / ethanol / 0.5 h / Inert atmosphere; Schlenk technique

2.2: 24 h / 20 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; sodium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.molstruc.2017.04.108

upstream raw materials:

2,2'-dimercaptobiphenyl

benzyl chloride

thiophenol

biphenyl-2,2'-disulfonyl dichloride

Downstream raw materials:

2,2'-Bis-benzylsulfonyl-biphenyl

Refernces

• 1、 Ferguson, Rhiann,Nejman, Phillip S.,Slawin, Alexandra M.Z.,Woollins, J. Derek. "Bis(alkyl)thioethers on a biphenyl scaffold: A spectroscopic and structural insight". . p. 405 - 414. Retrieved 2017.