Tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate
• CAS No.: 27999-97-9
• Molecular Formula: C12H16 O3 S2
• Molecular Weight: 272.389
• NSC Number: 112808
• DSSTox Substance ID: DTXSID00296946
• Wikidata: Q82037793
• Mol file: 27999-97-9.mol

Synonyms:tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate;27999-97-9;thian-4-yl 4-methylbenzene-1-sulfonate;tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate;thian-4-yl 4-methylbenzenesulfonate;NSC112808;SCHEMBL718035;DTXSID00296946;GDJWDLUJZROSRN-UHFFFAOYSA-N;4-(p-methylphenylsulfonyloxy)thiane;CBA99997;NSC-112808;BS-32212;tetrahydro-2h-thiopyran-4-yl4-methylbenzenesulfonate;Tetrahydro-4H-thiopyran-4-yl 4-methylphenylsulfonate

Chemical Property of Tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 4.45E-07mmHg at 25°C
• Boiling Point: 426.3°C at 760 mmHg
• Flash Point: 211.6°C
• Density: 1.29g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.05408672
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2CCSCC2

Technology Process of Tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate

There total 3 articles about Tetrahydro-2h-thiopyran-4-yl 4-methylbenzenesulfonate 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: 87.0%

tetrahydrothiopyran-4-ol (29683-23-6) + p-toluenesulfonyl chloride (98-59-9) → tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulphonate (27999-97-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1080/00397911.2018.1486427

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulphonate (27999-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium alanate; diethyl ether

2: pyridine

With pyridine; lithium aluminium tetrahydride; diethyl ether;

Reference yield:

→ tetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulphonate (27999-97-9)

Guidance literature:

aus 3a;

DOI:10.1021/ja50001a023

upstream raw materials:

tetrahydrothiopyran-4-ol

p-toluenesulfonyl chloride

Tetrahydrothiopyran-4-one

Downstream raw materials:

1,1-dioxidotetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate

1-methyl-4-(toluene-4-sulfonyloxy)-tetrahydro-thiopyranium; iodide