16437-69-7

Usage

Uses

Used in Flavor and Fragrance Industry:
Acetic acid methylthiomethyl ester is used as a key ingredient in the creation of various flavors and fragrances, leveraging its distinctive pungent odor to enhance the sensory profiles of products in this industry.
Used in Solvent Applications:
In various industrial applications, acetic acid methylthiomethyl ester is utilized as a solvent, capitalizing on its ability to dissolve a wide range of substances, which is essential for processes such as chemical synthesis and material production.
Used in Pharmaceutical Synthesis:
As a crucial intermediate in the synthesis of pharmaceuticals, acetic acid methylthiomethyl ester is used in the development and manufacturing of various medicinal compounds, contributing to the advancement of healthcare and medicine.
Used in Chemical Manufacturing:
Recognized for its importance as a building block in chemical manufacturing, acetic acid methylthiomethyl ester is employed in the production of a multitude of organic compounds, underpinning the creation of a broad spectrum of chemical products.

InChI:InChI=1/C4H8O2S/c1-4(5)6-3-7-2/h3H2,1-2H3

Upstream product

• 32810-66-5 N-acetyl dimethylsulfimide 
• 64-19-7 acetic acid 
• 67-68-5 dimethyl sulfoxide 
• 75-18-3 dimethylsulfide 
• 108-24-7 acetic anhydride 
• 21603-22-5 1-carbomethoxy-3,3-dimethylcyclopropene 
• 546-67-8 lead(IV) tetraacetate 
• 78-79-5 isoprene 
• 67-63-0 isopropyl alcohol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 127-09-3 sodium acetate 
• 625-56-9 Chloromethyl acetate 
• 5188-07-8 sodium thiomethoxide 
• 506-96-7 Acetyl bromide 

Downstream Products

• 95390-50-4 Dimethyl-acetoxymethyl-sulfonium 
• 59431-14-0 (methylsulfanyl)methyl phenyl sulfone 
• 59662-65-6 methylthiomethyl p-tolyl sulfone 
• 1618-26-4 2,4-dithiapentane 
• 5925-86-0 (4-methoxybenzyl)methylsulfide 
• 104-21-2 p-methoxybenzyl acetate 
• 81077-60-3 o-methylthiomethylanisole 
• 942057-31-0 1,2,4,5-tetramethyl-3,6-bis(methylsulfanylmethyl)benzene 
• 942057-30-9 1,3,5-trimethyl-2,4,6-tris(methylsulfanylmethyl)benzene 

Relevant academic research and scientific papers

Convenient Preparation of Methylthiomethyl p-Tolyl Sulfone Starting from Dimethyl Sulfoxide

An efficient method for preparing methylthiomethyl p-tolyl sulfone was accomplished by the Pummerer reaction of dimethyl sulfoxide with acetic anhydride followed by treatment of the resulting acetoxymethyl methyl sulfide with sodium p-toluenesulfinate in the presence of sodium acetate in acetic acid.

Direct introduction of CH2SMe group in aromatic ring

Application as a reagent of an accessible methylthiomethyl acetate in a reaction carried out under two-phase conditions and electrophilic catalysis can become a promising procedure for preparation of methylthiomethyl-substituted arenes.

Efficient Synthesis of 3,6-Dihydro-2H-pyrans via [3+2+1] Annulation Based on the Heteroatom-free Tri-atom Donor

A new [3+2+1] annulation strategy based on the heteroatom-free tri-atom donor to synthesize 3,6-dihydro-2H-pyrans has been developed. In this method, 2-arylpropylene served as tri-atom donor to contribute three carbon atoms, the heteroatom was provided by aldehyde, and DMSO served as one carbon donor and solvent. This annulation reaction gave 3,6-dihydro-2H-pyrans in moderate to good yields. Based on the control experiments, a possible mechanism was proposed. (Figure presented.).

Assessment of heat-sensitive thiophosphate protecting groups in the development of thermolytic DNA oligonucleotide prodrugs

Heat-sensitive thiophosphate protecting groups derived from the alcohol 4 or 10 have provided insights in the design of DNA oligonucleotide prodrugs. Indeed, functional groups stemming from the alcohol 9, 15, 16 or 22 may be applicable to thiophosphate protection of immunostimulatory CpG DNA motifs, whereas those originating from the alcohol 3, 5, 12, 13, 18, 20 or 22 offer adequate protection of terminal phosphodiester functions against ubiquitous exonucleases that may be found in biological environments. Functional groups derived from the alcohol 9, 15, 16, 19 or 23 are suitable for the protection of phosphodiester functions flanking the CpG motifs of immunomodulatory DNA sequences.

t-BUTYL CHLOROMETHYL ETHER

A convenient preparation of t-butyl methylthiomethyl ether (2) and its conversion to t-butyl chloromethyl ether (1) are described.Methylthiomethanol (4), which was previously unknown, was isolated as a by-product from the preparation of (2): it is a stable distillable liquid.

Oxidative Decarboxylation of Some Bicyclohept-3-ene-1-carboxylic Acids

Treatment of the bicyclohept-3-ene-1-carboxylic acids (8d-f) with lead tetraacetate results in oxidative decarboxylation and formation of the 1-aryl-1-methylethyl acetates (12a-c).

THE 2-(METHYLTHIOMETHOXY)ETHOXYCARBONYL PROTECTING GROUP

Alcohols (ROH) may be converted into their MTMEC derivatives (6) by acylation with 2-(methylthiomethoxy)ethoxycarbonyl chloride (5); the MTMEC "protected protecting group" may be removed by treatment first with Hg(II) perchlorate in the presence of 2,4,6-collidine or pyridine in aceton-water solution, followed by hydrolysis under very mild basic conditions.

t-Butyl Bromide-Dimethyl Sulphoxide Reactions. Pummerer-like Reaction with Carboxylic Acids and N-Protected Amino-acids

t-Butyl bromide-activated dimethyl sulphoxide reacted with carboxylic acids and differently N-protected amino-acids in the presence of a base (NaHCO3 or Et3N).High to quantitative yields of methylthiomethyl (MTM) esters were obtained in all cases without interference by other functional groups or racemization.The mechanism of the reaction is discussed on the basis of the products formed, of spectral data, and of other miscellaneous experiments.