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

Description

METHYL (PHENYLSULFINYL)ACETATE, also known as methyl 2-phenylsulfinylacetate, is an organic compound that plays a significant role in chemical synthesis and reactions. It is characterized by its ability to undergo condensation reactions with aldehydes, leading to the formation of vinylic sulfoxides. The anion of this compound is also known to be useful in the synthesis of α,β-unsaturated esters.

Uses

Used in Chemical Synthesis:
METHYL (PHENYLSULFINYL)ACETATE is used as a reactant in the formation of vinylic sulfoxides through condensation reactions with aldehydes. This application is crucial in the development of various chemical compounds and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, the anion of METHYL (PHENYLSULFINYL)ACETATE is used as a key intermediate in the synthesis of α,β-unsaturated esters. These esters are essential components in the development of drugs targeting specific medical conditions.
Used in Organic Chemistry Research:
METHYL (PHENYLSULFINYL)ACETATE is used as a research compound in organic chemistry, particularly in the study of reactions involving aldehydes and the formation of vinylic sulfoxides. METHYL (PHENYLSULFINYL)ACETATE's unique properties make it a valuable tool for understanding and advancing the field of organic chemistry.
Used in Material Science:
The ability of METHYL (PHENYLSULFINYL)ACETATE to form vinylic sulfoxides through condensation reactions with aldehydes makes it a valuable compound in material science. The resulting vinylic sulfoxides can be used to create new materials with specific properties, such as improved stability or reactivity.

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

Downstream Products

• 54526-81-7 6-Carbomethoxymethylen-1-methylcyclohexen 
• 54526-80-6 methyl (E)-3-(1-cyclopenten-1-yl)-2-propenoate 
• 67428-35-7 (E)-3-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-acrylic acid methyl ester 
• 54526-84-0 (E)-3-(cyclohex-1-ene)-prop-2-enoic acid methyl ester 
• 81454-71-9 (E)-methyl 4-hydroxy-5-phenylpent-2-enoate 
• 138770-95-3 methyl (E)-5-phenyl-2-(phenylsulphinyl)pent-2-enoate 
• 55086-85-6 5-(2-furyl)resorcinol 
• 74732-75-5 4-Benzenesulfinyl-5-furan-2-yl-cyclohexane-1,3-dione 
• 86895-70-7 methyl 2-phenylsulphinylhexanoate 
• 138770-94-2 methyl (2E,4E)-2-(phenylsulphinyl)hexa-2,4-dienoate 
• 81454-70-8 (2Z,4E)-2-Benzenesulfinyl-hexa-2,4-dienoic acid methyl ester 
• 85920-92-9 4-Oxo-4-phenyl-2-phenylsulfanyl-butyric acid methyl ester 
• 40918-96-5 methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate 
• 74732-73-3 4-Benzenesulfinyl-5-(4-methoxy-phenyl)-cyclohexane-1,3-dione 

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.