Phenyl methanesulfonate

Base Information

• Chemical Name: Phenyl methanesulfonate
• CAS No.: 16156-59-5
• Molecular Formula: C7H8O3S
• Molecular Weight: 172.205
• Hs Code.: 2906299090
• European Community (EC) Number: 626-664-7
• NSC Number: 243664
• DSSTox Substance ID: DTXSID60311482
• Nikkaji Number: J94.760A
• Wikidata: Q72502096
• Mol file: 16156-59-5.mol

Synonyms:Phenyl methanesulfonate;16156-59-5;phenylmethanesulfonate;Methanesulfonic acid, phenyl ester;MFCD00095143;Methanesulfonic Acid Phenyl Ester;NSC243664;phenyl methyl sulfonate;Phenylmethanesulfonate (4);Phenyl methanesulfonate, 98%;SCHEMBL323791;DTXSID60311482;BDBM237292;AKOS006221855;AB10306;FS-3895;NSC 243664;NSC-243664;SY050523;CS-0150117;FT-0637329;P1852;A810273;J-009840

Chemical Property of Phenyl methanesulfonate

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0046mmHg at 25°C
• Melting Point: 62 °C
• Refractive Index: 1.536
• Boiling Point: 286.242 °C at 760 mmHg
• Flash Point: 126.915 °C
• PSA: 51.75000
• Density: 1.281 g/cm³
• LogP: 2.10580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 172.01941529
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenyl methanesulfonate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CS(=O)(=O)OC1=CC=CC=C1

Technology Process of Phenyl methanesulfonate

There total 25 articles about Phenyl methanesulfonate 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%

methanesulfonyl chloride (124-63-0) + phenol (108-95-2,27073-41-2) → phenyl methanesulfonate (16156-59-5)

Guidance literature:

With triethylamine; In benzene; at 10 ℃; Kinetics; Mechanism; Thermodynamic data; Various temperatures, various concentrations. E(act.), ΔS(act.);

Reference yield: 91.0%

trimethylphenoxystannane (1529-50-6) + methanesulfonyl chloride (124-63-0) → phenyl methanesulfonate (16156-59-5) + trimethyltin(IV)chloride (1066-45-1)

Guidance literature:

In tetrachloromethane; Me3SnOPh refluxed for 5 h with MeSO2Cl in CCl4 / kinetics measured at 120-150°C; Me3SnCl not isolated; detected by NMR; Kinetics;

DOI:10.1246/bcsj.56.573

Reference yield: 91.0%

methanesulfonic acid (75-75-2,98527-29-8) + methoxybenzene (100-66-3) → phenyl methanesulfonate (16156-59-5)

Guidance literature:

methanesulfonic acid; methoxybenzene; at 80 ℃; for 16h;

With phosphorus pentoxide; at 80 ℃; for 2h;

DOI:10.1055/s-0029-1216790

upstream raw materials:

diphenyl methylenedisulfonate

methanesulfonyl chloride

phenol

sulfurous acid monophenyl ester; sodium-salt

Downstream raw materials:

2-phenylfuran

1,1-Diphenylethylene

p-Tolylsulfanyl-methanesulfonic acid phenyl ester

4-methanesulfonyloxybenzenesulfonic acid

Refernces

• 1、 Sakurai, Naoto,Mukaiyama, Teruaki. "A new preparative method of aryl sulfonate esters by using cyclic organobismuth reagents". . p. 771 - 790. Retrieved 2007.
• 2、 McCarron, Julie A.,Pike, Victor W.. "Synthesis of no-carrier-added [11C]methanesulfonyl chloride as a new labeling agent for PET radiopharmaceutical development". . p. 1127 - 1140. Retrieved 2003.
• 3、 Ellaby, Rebecca J.,Clark, Ewan R.,Allen, Nyasha,Taylor, Faith R.,Ng, Kendrick K. L.,Dimitrovski, Milan,Chu, Dominique F.,Mulvihill, Daniel P.,Hiscock, Jennifer R.. "Identification of organophosphorus simulants for the development of next-generation detection technologies". . p. 2008 - 2014. Retrieved 2021/03/16.
• 4、 Olivito,Costanzo,Di Gioia,Nardi,Oliverio,Procopio. "Efficient synthesis of organic thioacetates in water". supporting information. p. 7753 - 7759. Retrieved 2018/11/02.