Methyl 2-phenylsulfinylacetate

Base Information

• Chemical Name: Methyl 2-phenylsulfinylacetate
• CAS No.: 14090-83-6
• Molecular Formula: C9H10O3S
• Molecular Weight: 198.243
• Hs Code.: 2930909090
• European Community (EC) Number: 237-936-6
• NSC Number: 620050
• DSSTox Substance ID: DTXSID00930939
• Nikkaji Number: J216.862F
• ChEMBL ID: CHEMBL601542
• Mol file: 14090-83-6.mol

Synonyms:14090-83-6;Methyl 2-phenylsulfinylacetate;methyl 2-(benzenesulfinyl)acetate;methyl (phenylsulfinyl)acetate;methyl 2-(phenylsulfinyl)acetate;GNF-Pf-1921;Methyl (phenylsulphinyl)acetate;EINECS 237-936-6;NSC620050;Acetic acid, (phenylsulfinyl)-, methyl ester;Maybridge1_000019;Acetic acid,2-(phenylsulfinyl)-, methyl ester;NCIMech_000187;MixCom1_000019;methyl-(phenylsulfinyl)acetate;Methyl (benzenesulfinyl)acetate;CHEMBL601542;SCHEMBL1713129;dl-Methyl(phenylsulfonyl)acetate;DTXSID00930939;methyl 2-(phenylsulphinyl)acetate;Methyl 2-phenylsulfinylacetate, 98%;MFCD00002087;AKOS009158978;NSC-620050;NCI60_005928;FT-0628394;J-007430

Chemical Property of Methyl 2-phenylsulfinylacetate

Chemical Property:

• Vapor Pressure: 8.15E-05mmHg at 25°C
• Melting Point: 52-54 °C(lit.)
• Refractive Index: 1.584
• Boiling Point: 341.2 °C at 760 mmHg
• Flash Point: 164.2 °C
• PSA: 62.58000
• Density: 1.29 g/cm³
• LogP: 1.83290
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.03506535
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

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

Methyl 2-phenylsulfinylacetate 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CS(=O)C1=CC=CC=C1
• Uses: Undergoes condensation reactions with aldehydes to form vinylic sulfoxides.1 Anion of methyl 2-phenylsulfinylacetate has been employed in the synthesis of α,β-unsaturated esters.

Technology Process of Methyl 2-phenylsulfinylacetate

There total 12 articles about Methyl 2-phenylsulfinylacetate 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: 98.0%

methyl (phenylsulfanyl)acetate (17277-58-6) → methyl 2-phenylsulfinylacetate (14090-83-6)

Guidance literature:

With dihydrogen peroxide; nitric acid; In ethanol; at 25 ℃; for 0.233333h; chemoselective reaction;

DOI:10.1080/17415991003664763

Reference yield: 80.0%

β,β-dichlorovinyl phenyl sulfoxide (40976-97-4) + sodium methylate (124-41-4) → methyl 2-phenylsulfinylacetate (14090-83-6)

Guidance literature:

With water; In methanol;

Reference yield: 48.0%

methyl (phenylsulfanyl)acetate (17277-58-6) → methyl 2-phenylsulfinylacetate (14090-83-6) + methyl benzenesulfonylacetate (34097-60-4) + diphenyldisulfane (882-33-7)

Guidance literature:

With iodoxybenzene; bis(acetylacetonate)oxovanadium; In benzene; Product distribution; Heating;

upstream raw materials:

diazomethane

(phenylsulfinyl)acetic acid

methyl (phenylsulfanyl)acetate

β,β-dichlorovinyl phenyl sulfoxide

Downstream raw materials:

(E)-3-(cyclohex-1-ene)-prop-2-enoic acid methyl ester

(E)-methyl 4-hydroxy-5-phenylpent-2-enoate

methyl (E)-5-phenyl-2-(phenylsulphinyl)pent-2-enoate

4-Benzenesulfinyl-5-(4-methoxy-phenyl)-cyclohexane-1,3-dione

Refernces

• 1、 Davidson, Stuart C.,Gomes, Gabriel dos Passos,Kuhn, Leah R.,Alabugin, Igor V.,Kennedy, Alan R.,Tomkinson, Nicholas C.O.. "Organocatalytic sulfoxidation". . . Retrieved 2020/12/07.
• 2、 Saremi, Shokoufeh Ghahri,Keypour, Hassan,Noroozi, Mohammad,Veisi, Hojat. "Schiff base Mn(III) and Co(II) complexes coated on Co nanoparticles: An efficient and recyclable magnetic nanocatalyst for H2O2 oxidation of sulfides to sulfoxides". . p. 3889 - 3898. Retrieved 2018/02/07.