Cyclopenta[b]thiopyran

Base Information

• Chemical Name: Cyclopenta[b]thiopyran
• CAS No.: 271-17-0
• Molecular Formula: C₈H₆S
• Molecular Weight: 134.202
• DSSTox Substance ID: DTXSID70547290
• Nikkaji Number: J11.602E
• Wikidata: Q82425415
• Mol file: 271-17-0.mol

Synonyms:Cyclopenta[b]thiopyran;271-17-0;cyclopentathiopyran;SCHEMBL1464252;DTXSID70547290

Chemical Property of Cyclopenta[b]thiopyran

Chemical Property:

• Boiling Point: 361.0±9.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.85290
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 134.01902136
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC=CSC2=C1

Technology Process of Cyclopenta[b]thiopyran

There total 5 articles about Cyclopenta[b]thiopyran 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:

2-chlorocyclopentanone (694-28-0) → Thialen (271-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 62.5 percent / NaOMe / methanol / 12 h

2: 1.) 4-MePhSO₃H, 2.) NaBH₄ / 1.) PhMe, reflux, 50 min, 2.) EtOH, 12 h

3: 1.) NaH / 1.) DMF, a) 25 deg C, 12 h, b) from 25 deg C, to 75 deg C, 5 min, 2.) DMF, 12 h

4: 2.) Pd/C/MgO / 1.) 110 deg C, 2.) 370 deg C

With sodium tetrahydroborate; palladium on activated charcoal; sodium methylate; magnesium oxide; sodium hydride; toluene-4-sulfonic acid; In methanol;

DOI:10.1021/jo00374a027

Reference yield:

cyclopentano-2,4-dihydro-3-(N,N-dimethyl(thiocarbamoyl))thiapyran (104576-71-8) → Thialen (271-17-0)

Guidance literature:

With palladium on activated charcoal; magnesium oxide; Yield given. Multistep reaction; 1.) 110 deg C, 2.) 370 deg C;

DOI:10.1021/jo00374a027

Reference yield:

cyclopentano-2,4-dihydro-3-hydroxythiapyran (90198-90-6) → Thialen (271-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, a) 25 deg C, 12 h, b) from 25 deg C, to 75 deg C, 5 min, 2.) DMF, 12 h

2: 2.) Pd/C/MgO / 1.) 110 deg C, 2.) 370 deg C

With palladium on activated charcoal; magnesium oxide; sodium hydride;

DOI:10.1021/jo00374a027

upstream raw materials:

cyclopentano-2,4-dihydro-3-(N,N-dimethyl(thiocarbamoyl))thiapyran

2-chlorocyclopentanone

cyclopentano-2,4-dihydro-3-hydroxythiapyran

2-<(2'-oxopropyl)thio>cyclopentanone

Refernces