Phenyl vinyl sulfone

Base Information

• Chemical Name: Phenyl vinyl sulfone
• CAS No.: 5535-48-8
• Molecular Formula: C8H8O2S
• Molecular Weight: 168.216
• Hs Code.: 29309090
• European Community (EC) Number: 226-890-2
• NSC Number: 35394
• UNII: 31973457VY
• DSSTox Substance ID: DTXSID50203903
• Nikkaji Number: J102.264D
• Wikidata: Q27256031
• ChEMBL ID: CHEMBL165058
• Mol file: 5535-48-8.mol

Synonyms:phenyl vinyl sulfone;PVS cpd

Chemical Property of Phenyl vinyl sulfone

Chemical Property:

• Appearance/Colour: off-white or tan powder
• Vapor Pressure: 0.000864mmHg at 25°C
• Melting Point: 67-69 °C(lit.)
• Refractive Index: 1.536
• Boiling Point: 314.4 °C at 760 mmHg
• Flash Point: 178.6 °C
• PSA: 42.52000
• Density: 1.177 g/cm³
• LogP: 2.68460
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: It is soluble in most common organic solvents.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 168.02450067
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Phenyl vinyl sulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-41-37/38-22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CS(=O)(=O)C1=CC=CC=C1
• Uses: As common reagent, Phenyl vinyl sulfone is used in a variety of cycloaddition reactions to form cyclopropanes,1 cyclohexenes,2,3 and cyclooctadienes. Phenyl Vinyl Sulfone is a synthetic inhibitor of cysteine protease and has antihelminthic and antiprotozoal properties. Phenyl Vinyl Sulfone is also an inhibitor of transpeptidase SrtA required for cell wall protein anchoring and virulence in Staphylococcus aureus.

Technology Process of Phenyl vinyl sulfone

There total 66 articles about Phenyl vinyl sulfone 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-chloroethyl phenyl sulfone (938-09-0) → PVS (5535-48-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 - 24 ℃; for 20h;

DOI:10.1021/jo00068a063

Reference yield: 99.0%

phenylthioethylene (1822-73-7) → PVS (5535-48-8)

Guidance literature:

With C₄H₉N₂O₉W; In methanol; water; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1016/j.tetlet.2011.12.105

Reference yield: 95.0%

2-(phenylsulfonyl)ethanol (20611-21-6) → PVS (5535-48-8)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1080/00397910008087440

upstream raw materials:

2-chloroethyl phenyl sulfone

2-(phenylsulfonyl)ethanol

triethylamine

phenylthioethylene

Downstream raw materials:

1-(2-benzenesulfonyl-ethyl)-piperidine

phenyl 2-methoxyethyl sulfone

{[2-(benzylsulfanyl)ethyl]sulfonyl}benzene

1-benzenesulfonyl-2-butoxy-ethane

Refernces

• 1、 Cao, Zhong-Yan,Li, Xiaolong,Lu, Hao,Wang, Panpan,Wang, Shengqiang,Xu, Xiaobo,Yan, Leyu,Yang, A-Xiu. "Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide". supporting information. p. 8691 - 8695. Retrieved 2021/10/22.
• 2、 Blackburn, Bryan G.,Cooke, Maria Victoria,Laulhé, Sébastien,Niu, Ben,Sachidanandan, Krishnakumar. "Metal-free visible-light-promoted C(sp3)-H functionalization of aliphatic cyclic ethers using trace O2". . p. 9454 - 9459. Retrieved 2021/12/09.