14090-83-6

Basic information

• Product Name: METHYL (PHENYLSULFINYL)ACETATE
• Synonyms: METHYL 2-(PHENYLSULFINYL)ACETATE;METHYL (PHENYLSULFINYL)ACETATE;methyl (phenylsulphinyl)acetate;methyl 2-(phenylsulphinyl)acetate;METHYL (+/-)-(PHENYLSULFINYL)ACETATE, 98 %;Acetic acid, (phenylsulfinyl)-, methyl ester;(Phenylsulfinyl)acetic acid methyl ester;2-(Phenylsulfinyl)acetic acid methyl ester
• CAS NO: 14090-83-6
• Molecular Formula: C₉H₁₀O₃S
• Molecular Weight: 198.24
• EINECS: 237-936-6
• Product Categories: Organic Building Blocks;Sulfoxides;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 14090-83-6.mol
• Article Data: 28

Chemical Properties

• Melting Point: 52-54 °C(lit.)
• Boiling Point: 130-131 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.3339 (rough estimate)
• Vapor Pressure: 8.15E-05mmHg at 25°C
• Refractive Index: 1.5250 (estimate)
• BRN: 1953383
• CAS DataBase Reference: METHYL (PHENYLSULFINYL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (PHENYLSULFINYL)ACETATE(14090-83-6)
• EPA Substance Registry System: METHYL (PHENYLSULFINYL)ACETATE(14090-83-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 14090-83-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 14090-83-6 differently. You can refer to the following data:
1. Undergoes condensation reactions with aldehydes to form vinylic sulfoxides.1
2. Anion of methyl 2-phenylsulfinylacetate has been employed in the synthesis of α,β-unsaturated esters.

General Description

Anion of methyl 2-phenylsulfinylacetate undergoes facile alkylative elimination under solid-liquid phase-transfer conditions to afford ring-substituted cinnamates. Methyl 2-phenylsulfinylacetate undergoes condensation reactions with aldehydes to form vinylic sulfoxides.

InChI:InChI=1/C9H10O3S/c1-12-9(10)7-13(11)8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 3959-08-8 (phenylsulfinyl)acetic acid 
• 108-98-5 thiophenol 
• 17277-58-6 methyl (phenylsulfanyl)acetate 
• 94-36-0 dibenzoyl peroxide 
• 930-69-8 sodium thiophenolate 
• 103-04-8 (phenylthio)acetic acid 
• 3559-72-6 1,1-dichloro-2-phenylthioethene 
• 40976-97-4 β,β-dichlorovinyl phenyl sulfoxide 
• 124-41-4 sodium methylate 

Downstream Products

• 54526-81-7 6-Carbomethoxymethylen-1-methylcyclohexen 
• 98288-14-3 methyl (2E)-3-(2-chlorophenyl)prop-2-enoate 
• 71143-39-0 methyl (E)-4-methyl-2-(phenylsulphinyl)pent-2-enoate 
• 478028-07-8 methyl 3-(methylamino)-5-phenylthiophene-2-carboxylate 
• 197891-69-3 C₂₀H₂₇NO₇ 
• 85920-92-9 4-Oxo-4-phenyl-2-phenylsulfanyl-butyric acid methyl ester 
• 81454-70-8 (2Z,4E)-2-Benzenesulfinyl-hexa-2,4-dienoic acid methyl ester 
• 138770-94-2 methyl (2E,4E)-2-(phenylsulphinyl)hexa-2,4-dienoate 
• 74732-75-5 4-Benzenesulfinyl-5-furan-2-yl-cyclohexane-1,3-dione 
• 55086-85-6 5-(2-furyl)resorcinol 
• 138770-95-3 methyl (E)-5-phenyl-2-(phenylsulphinyl)pent-2-enoate 
• 81454-71-9 (E)-methyl 4-hydroxy-5-phenylpent-2-enoate 
• 54526-84-0 (E)-3-(cyclohex-1-ene)-prop-2-enoic acid methyl ester 
• 67428-35-7 (E)-3-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-acrylic acid methyl ester 

Relevant articles and documents

A magnetic supported iron complex for selective oxidation of sulfides to sulfoxides using 30% hydrogen peroxide at room temperature

A magnetic supported iron (iron(ii) acetylacetonate) was synthesized to be used as an efficient and recyclable heterogeneous catalyst for the selective oxidation of sulfides to corresponding sulfoxides using H2O2 as a green oxidant at room temperature. The synthesized Fe3O4@SiO2-APTES(Fe(acac)2) catalyst presented excellent sulfide conversion and good sulfoxide selectivity. It can be easily recovered and reused for 8 reaction cycles without considerable loss of activity. The facile recovery of the catalyst is carried out by applying an external magnet device. The catalyst was fully characterized by techniques of TEM, SEM, XRD, EDS, FTIR, TGA, ICP-AES, VSM and elemental analysis (CHN).

Tungstate supported mesoporous silica SBA-15 with imidazolium framework as a hybrid nanocatalyst for selective oxidation of sulfides in the presence of hydrogen peroxide

In this work, a new heterogeneous catalyst (SBA-15/Im/WO4 2?) was prepared, and then its performance in the oxidation of organic sulfides was studied (using 30% H2O2 as green oxidant under neutral reaction conditions). This organic–inorganic hybrid mesoporous material was characterized by various techniques, such as FT-IR, inductively coupled plasma, X-ray powder diffraction, high-resolution-transmission electron microscopy, N2 adsorption–desorption and thermogravimetric analysis. The catalyst was also applied to the selective oxidation of various sulfides. The hybrid catalyst was easily recovered, and was very stable and retained good activity for at least five successive runs without any additional activation. Moreover, there was no remarkable decrease in the activity and selectivity of the catalyst. The products could be easily isolated by just removing the solvent after filtering the catalyst. The yields of the catalytic productions through this catalyst were in the range from 75% to 97%.

α-Benzoyloxylation of β-keto sulfides at ambient temperature

A facile and efficient protocol for the α-benzoyloxylation of β-keto sulfides is presented. This methodology provides a step-economical, mild and practical access to highly functionalized α-O-benzoyloxy substituted β-keto sulfides, including those with quaternary carbons, which are not easily obtained through currently available methods.