27798-35-2

Basic information

• Product Name: Methanethioic acid, S-methyl ester
• Synonyms: methyl thiolformate;thioformic acid S-methyl ester
• CAS NO: 27798-35-2
• Molecular Formula: C2H4OS
• Molecular Weight: 76.1192
• Mol File: 27798-35-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 88 °C
• Density: 1.045±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Methanethioic acid, S-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanethioic acid, S-methyl ester(27798-35-2)
• EPA Substance Registry System: Methanethioic acid, S-methyl ester(27798-35-2)

Safety Data

• Hazardous Substances Data: 27798-35-2(Hazardous Substances Data)

Upstream product

• 5418-86-0 tris(methylthio)methane 
• 75-18-3 dimethylsulfide 
• 66625-01-2 bis(methylthio)(methylsulfinyl)methane 

Downstream Products

• 67-56-1 methanol 
• 64-18-6 formic acid 
• 3031-73-0 methyl hydroperoxide 
• 5813-48-9 Methanesulfenyl chloride 
• 2565-30-2 formyl chloride 
• 676-85-7 methylsulphinyl chloride 
• 124-63-0 methanesulfonyl chloride 
• 45534-08-5 5-amino-3-methylthio-1,2,4-triazole 

Relevant articles and documents

FT-IR product study of the photo-oxidation of dimethyl sulfide: Temperature and O2 partial pressure dependence

The products of the OH-radical initiated oxidation of dimethyl sulfur (DMS) were investigated as a function of temperature (284, 295 and 306 ± 2 K) and O2 partial pressure (20, 200 and 500 mbar) and under NOx free conditions using the photolysis of H2O5 as the OH radical source and FTIR spectroscopy to monitor reactants and products at 1000 mbar total pressure (N2 + O2). Dimethyl sulfoxide (DMSO), SO2 and methane sulfonic acid (MSA:CH3SO3H) were the major sulfur-containing products and evidence was found for the formation of methane sulfinic acid (MSIA: CH3S(O)OH) in considerable yield. High overall molar formation yields of SO2 were measured suggesting that further oxidation of the products in the addition and abstraction channels result mainly in SO2 production under NOx free conditions used in the experiments. The implications of the results for the atmospheric oxidation of DMS under conditions of low NOx were considered such as those occurring in the remote marine boundary layer.

Thiophilic addition of organolithiums to trithiocarbonate oxides (sulfines). Synthesis of β-oxoketene dithioacetals, 1,4-dicarbonyl compounds, and allyl sulfoxides

Reaction of trithiocarbonates with meta-chloroperoxybenzoic acid in CH2Cl2 at 0°C affords the corresponding S-oxides. These sulfines are relatively stable comppounds which can be purified by chromatography. They react readily with organolithiums in THF at -78°C in a thiophilic manner to give carbanions which are stabilized by three sulfur groups. Hydrolysis affords trithioorthoester oxides. The thermal behaviour of these hindered products has been investigated and new rearrangenrent processes have been evidenced. The former carbanions are soft nucleophiles: 1,4-addition of these intermediates to α-enones was achieved selectively to lead to β-oxo ketenedithioacetals, which are easily transformed into 4-oxoalkanethioates. This 'Umpolung' route allows the formal use of the (alkylthio)carbonyl anion. A thiophilic addition was also observed with allylsilanes in the presence of n-Bu4NF furnishing allyl sulfoxides.