140696-20-4

Basic information

• Product Name: (R)-methoxymethyl phenyl sulfoxide
• Synonyms: (R)-methoxymethyl phenyl sulfoxide
• CAS NO: 140696-20-4
• Molecular Weight: 170.232
• Mol File: 140696-20-4.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (R)-methoxymethyl phenyl sulfoxide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-methoxymethyl phenyl sulfoxide(140696-20-4)
• EPA Substance Registry System: (R)-methoxymethyl phenyl sulfoxide(140696-20-4)

Safety Data

• Hazardous Substances Data: 140696-20-4(Hazardous Substances Data)

Upstream product

• 13865-50-4 methoxymethyl phenyl sulfide 
• 15251-78-2 phenyl methoxymethyl sulfone 

Downstream Products

• 4461-52-3 methoxymethanol 
• 27610-20-4 substituted benzenethiol 
• 1208-20-4 S-phenyl benzenethiosulfinate 
• 37559-64-1 methoxymethyl benzenesulfenate 

Relevant articles and documents

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

In this paper, an effective and selective heterogeneous catalyst was produced by immobilization of manganese and cobalt Schiff base-complexes on Co magnetite nanoparticles (MNP). The catalysts Co@SiO2[(EtO)3Si-L3]/M (M = Mn(iii) and Co(ii)) were synthesized using Co@SiO2 core-shell nanoparticles and amino-functionalized Co@SiO2. The Schiff base ligand Co@SiO2[(EtO)3Si-L3] was synthesized by reacting Co@SiO2 core-shell nanoparticles with 2-hydroxy 1-naphthaldehyde for the synthesis of Co@SiO2[(EtO)3Si-L3]/M. The catalysts were characterized by several techniques, such as FT-IR, TEM, XRD, TGA and VSM. The catalytic activities of the prepared catalysts were studied by oxidation of sulfides to the sulfoxides under different conditions. These catalysts can be easily recovered and reused in at least seven sequential cycles without considerable leaching and loss of reactivity.

Peroxygenase-Catalyzed Enantioselective Sulfoxidations

The performances of the unspecific peroxigenase from Agrocybe aegerita (AaeUPO) in the asymmetric sulfoxidation of substituted aryl alkyl sulfides were here investigated. A small library of differently substituted aryl alkyl sulfoxides was successfully synthesized from the corresponding sulfides in the presence of AaeUPO and H2O2. All the sulfoxides were obtained as (R)-enantiomers, regardless the substitution pattern both on the aromatic ring and the alkyl chain, in up to > 99 % conversion and > 99 % ee. An overview about the biocatalytic entries to chiral sulfoxides is also presented here in form of a comparison between the results obtained with AaeUPO and performances of the chloroperoxidase from Caldariomyces fumago, and three different Baeyer–Villiger monooxygenases. To the best our knowledge, this is the first example of a systematic investigation of the AaeUPO synthetic potential in the asymmetric oxidation of hetero atoms, i.e., the pro-stereogenic sulfur of sulfides.

Copper-Schiff base complex catalyzed oxidation of sulfides with hydrogen peroxide

A straightforward, efficient, and selective oxidation of sulfide to sulfoxide with 30% H2O2 catalyzed by copper(II)-Schiff base complex is described. The reactions proceed under mild conditions in acetonitrile at room temperature to provide a variety of aryl and alkyl sulfoxides in excellent yield.