Tetrahydro-2-(phenylthio)-2H-pyran

Base Information

• Chemical Name: Tetrahydro-2-(phenylthio)-2H-pyran
• CAS No.: 20965-36-0
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• Hs Code.: 2932999099
• European Community (EC) Number: 244-129-2
• NSC Number: 625043
• DSSTox Substance ID: DTXSID50943256
• Nikkaji Number: J225.368B
• Mol file: 20965-36-0.mol

Synonyms:20965-36-0;Tetrahydro-2-(phenylthio)-2H-pyran;NSC625043;2-(PHENYLTHIO)TETRAHYDROPYRAN;2-(Phenylthio)tetrahydro-2H-pyran;EINECS 244-129-2;2-phenylsulfanyltetrahydropyran;2-(PHENYLSULFANYL)OXANE;SCHEMBL17397004;DTXSID50943256;Tetrahydro-2-phenylthio-2H-pyran;AKOS024324817;NSC-625043;Phenyl tetrahydro-2H-pyran-2-yl sulfide

Chemical Property of Tetrahydro-2-(phenylthio)-2H-pyran

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Boiling Point: 308.4°Cat760mmHg
• Flash Point: 140.3°C
• PSA: 34.53000
• Density: 1.11g/cm³
• LogP: 3.30530
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)SC2=CC=CC=C2

Technology Process of Tetrahydro-2-(phenylthio)-2H-pyran

There total 20 articles about Tetrahydro-2-(phenylthio)-2H-pyran 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: 100.0%

2-methoxytetrahydropyran (6581-66-4) + tributyltin phenyl sulfide (17314-33-9) → 2-(phenylthio)tetrahydro-2H-pyran (20965-36-0)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at -20 ℃; for 1h;

DOI:10.1016/0040-4020(89)80029-8 DOI:10.1246/cl.1987.1661

Reference yield: 93.0%

2-(2-phenylethoxy)tetrahydro-2H-pyran (1927-61-3) + thiophenol (108-98-5) → 2-(phenylthio)tetrahydro-2H-pyran (20965-36-0)

Guidance literature:

With magnesium bromide; In diethyl ether; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)70654-X

Reference yield: 92.0%

3,4-dihydro-2H-pyran (110-87-2) + thiophenol (108-98-5) → 2-(phenylthio)tetrahydro-2H-pyran (20965-36-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/ja00184a039

upstream raw materials:

3,4-dihydro-2H-pyran

thiophenol

2-methoxytetrahydropyran

tributyltin phenyl sulfide

Downstream raw materials:

2-(Trimethylsilyl)benzenethiol

7-Methyl-1-phenyl-7-aza-1-thiooctan

5-bromo-1-phenylsulfanylpentane

(4-Methoxy-phenyl)-(tetrahydro-pyran-2-yl)-methanol

Refernces

• 1、 Tamai, Taichi,Ogawa, Akiya. "Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate". . p. 5028 - 5035. Retrieved 2014/06/23.
• 2、 Ranu, Brindaban C.,Chattopadhyay, Kalicharan,Ghosh, Sudip,Jana, Ranjan. "Ionic liquid promoted regio- And stereoselective addition of thiols to alkynes and alkenes under organic solvent free condition - A green reaction". experimental part. p. 1199 - 1204. Retrieved 2009/12/31.