Allyl phenyl sulfone

Base Information

• Chemical Name: Allyl phenyl sulfone
• CAS No.: 16212-05-8
• Molecular Formula: C9H10O2S
• Molecular Weight: 182.243
• Hs Code.: 2904100000
• European Community (EC) Number: 240-338-8
• NSC Number: 221230
• UNII: 37KT5U3YH4
• DSSTox Substance ID: DTXSID1066025
• Nikkaji Number: J49.540I
• Wikidata: Q72437386
• Mol file: 16212-05-8.mol

Synonyms:allyl phenyl sulfone;allyl phenyl sulphone

Chemical Property of Allyl phenyl sulfone

Chemical Property:

• Appearance/Colour: Clear colourless to faintly yellow liquid
• Vapor Pressure: 0.000456mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 324.7 °C at 760 mmHg
• Flash Point: 182.2 °C
• PSA: 42.52000
• Density: 1.143 g/cm³
• LogP: 2.72710
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 182.04015073
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

99.9% ^*data from raw suppliers

Allyl Phenyl Sulfone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCS(=O)(=O)C1=CC=CC=C1
• Uses: Possible usages of allyl phenyl sulfone:It can undergo isomerization by the nonionic proazaphosphatrane catalysts under mild reaction conditions.It can react with epoxymesylate to give cycloalkane derivative. This method has been employed in the synthesis of marine eicosanoid bacillariolides I-III.It can undergo electrocatalytic additions to vinyl sulfones catalyzed by an electrogenerated base.

Technology Process of Allyl phenyl sulfone

There total 91 articles about Allyl phenyl 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%

allyl phenyl thioether (5296-64-0) → (allylsulfonyl)benzene (16212-05-8)

Guidance literature:

With dihydrogen peroxide; tantalum pentaethoxide; In methanol; at 45 ℃; for 1.3h; chemoselective reaction;

DOI:10.1016/j.tet.2009.10.007

Reference yield: 98.0%

allyl t-butyl sulfone (50735-86-9) + (Z)-1,2-bis(phenylsulfonyl)ethene (963-15-5) → (allylsulfonyl)benzene (16212-05-8) + 3,3-dimethyl-1-butenyl phenyl sulfone (148436-66-2)

Guidance literature:

With 1,1'-azobis(1-cyanocyclohexanenitrile); In chlorobenzene; at 110 ℃;

DOI:10.1002/1521-3773(20020902)41:17<3265::AID-ANIE3265>3.0.CO;2-X

Reference yield: 98.0%

allyl t-butyl sulfone (50735-86-9) + (prop-2-ene-1,2-diyldisulfonyl)dibenzene (2525-55-5) → (allylsulfonyl)benzene (16212-05-8) + 4,4-dimethyl-2-(phenylsulfonyl)-1-pentene (129855-24-9)

Guidance literature:

With 1,1'-azobis(1-cyanocyclohexanenitrile); In chlorobenzene; at 110 ℃;

DOI:10.1002/1521-3773(20020902)41:17<3265::AID-ANIE3265>3.0.CO;2-X

upstream raw materials:

allyl phenyl thioether

sodium benzenesulfonate

allyl bromide

allyl iodid

Downstream raw materials:

(1-Benzenesulfonyl-allyl)-trimethyl-silane

non-1-ene

1-Phenyl-3-buten-1-ol

1,5-Hexadien

Refernces

• 1、 Halm, Chris,Evarts, Jerry,Kurth, Mark J.. "A new attachment/cleavage strategy: Polymer-bound allylic sulfones in a solid-phase route to trisubstituted olefins". . p. 7709 - 7712. Retrieved 1997.
• 2、 Matsushita, Takahiko,Sati, Girish C.,Kondasinghe, Nuwan,Pirrone, Michael G.,Kato, Takayuki,Waduge, Prabuddha,Kumar, Harshitha Santhosh,Sanchon, Adrian Cortes,Dobosz-Bartoszek, Malgorzata,Shcherbakov, Dimitri,Juhas, Mario,Hobbie, Sven N.,Schrepfer, Thomas,Chow, Christine S.,Polikanov, Yury S.,Schacht, Jochen,Vasella, Andrea,B?ttger, Erik C.,Crich, David. "Design, Multigram Synthesis, and in Vitro and in Vivo Evaluation of Propylamycin: A Semisynthetic 4,5-Deoxystreptamine Class Aminoglycoside for the Treatment of Drug-Resistant Enterobacteriaceae and Other Gram-Negative Pathogens". . p. 5051 - 5061. Retrieved 2019.
• 3、 Mokhtary, Masoud,Lakouraj, Moslem Mansour,Niaki, Masoumeh Rastegar. "Polyvinylpolypyrrolidone-supported boron trifluoride (PVPP-BF3): Highly efficient catalyst for chemoselective oxygenation of sulfides to sulfones by H2O2". . p. 321 - 326. Retrieved 2012.
• 4、 Wang, Lei,Zhang, Yongmin. "Indium-mediated Coupling Reaction of Sulfonyl Chlorides with Alkyl Bromides in Water. A Facile Synthesis of Sulfones". . p. 588 - 589. Retrieved 1998.
• 5、 Ahmed, Kabirun,Gogoi, Sandhya Rani,Islam, Nashreen S.,Saikia, Gangutri,Sultana, Sazida Yasmin,Talukdar, Hiya. "A sustainable approach towards solventless organic oxidations catalyzed by polymer immobilized Nb(V)-peroxido compounds with H2O2 as oxidant". . . Retrieved 2021/11/16.
• 6、 Wang, Pingyang,Du, Pengcheng,Sun, Qianqian,Zhang, Jianhua,Deng, Hongmei,Jiang, Haizhen. "Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2-allyl bonds". supporting information. p. 2023 - 2029. Retrieved 2021/03/16.