trans-2-(p-tolylthio)cyclopentanol

Base Information

• Chemical Name: trans-2-(p-tolylthio)cyclopentanol
• CAS No.: 87184-65-4
• Molecular Formula: C₁₂H₁₆OS
• Molecular Weight: 208.324
• Mol file: 87184-65-4.mol

Synonyms:trans-2-(p-tolylthio)cyclopentanol

Chemical Property of trans-2-(p-tolylthio)cyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-2-(p-tolylthio)cyclopentanol

There total 5 articles about trans-2-(p-tolylthio)cyclopentanol 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: 89.0%

Cyclopentene oxide (285-67-6) + di(p-tolyl) disulfide (103-19-5) → trans-2-(p-tolylthio)cyclopentanol (87184-65-4)

Guidance literature:

di(p-tolyl) disulfide; With ytterbium; methyl iodide; at 20 ℃;

Cyclopentene oxide; In tetrahydrofuran; for 0.25h;

DOI:10.1016/S0040-4039(00)00687-0

Reference yield: 83.0%

Cyclopentene oxide (285-67-6) + para-thiocresol (106-45-6) → trans-2-(p-tolylthio)cyclopentanol (87184-65-4)

Guidance literature:

With BiCl₆^(3-)*2C₄H₁₀N₂*ClH*3H⁽¹⁺⁾*H₂O; In neat (no solvent); at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2013.10.098

Reference yield:

di(p-tolyl) disulfide (103-19-5) → trans-2-(p-tolylthio)cyclopentanol (87184-65-4)

Guidance literature:

Multi-step reaction with 2 steps

2: sodium borohydride / methanol

With sodium tetrahydroborate; In methanol;

DOI:10.1246/bcsj.62.3987

upstream raw materials:

Cyclopentene oxide

para-thiocresol

2-(p-tolylthio)cyclopentanone

di(p-tolyl) disulfide

Downstream raw materials:

trans-2-((4-methylphenyl)sulfonyl)cyclopentanol

trans-1-chloro-2-(p-tolylsulfenyl)cyclopentane

cis-2-((4-methylphenyl)sulfonyl)cyclopentanol

α-(p-methylbenzenesulfonyl)cyclopentanone

Refernces

• 1、 Dowsland, Jennifer,McKerlie, Fiona,Procter, David J.. "Convenient preparation of ytterbium(III) chalcogenolate complexes by insertion of ytterbium into chalcogen-chalcogen bonds. Application in the ring-opening of epoxides". . p. 4923 - 4927. Retrieved 2007/10/03.
• 2、 Rothberg, Irvin,Sundoro, Boby,Balanikas, George,Kirsch, Sheldon. "Preparation and Stereochemistry of Methylation of Some Cycloalkyl Sulfones". . p. 4345 - 4348. Retrieved 2007/10/02.