S-Methyl thioacetate

Base Information

• Chemical Name: S-Methyl thioacetate
• CAS No.: 1534-08-3
• Molecular Formula: C3H6OS
• Molecular Weight: 90.146
• Hs Code.: 29309090
• UNII: PF2D4MWX79
• DSSTox Substance ID: DTXSID3073264
• Nikkaji Number: J125.731E
• Wikipedia: S-Methyl_thioacetate
• Wikidata: Q27104783
• Metabolomics Workbench ID: 44736
• Mol file: 1534-08-3.mol

Synonyms:methyl thioacetate

Chemical Property of S-Methyl thioacetate

Chemical Property:

• Appearance/Colour: colourless to pale yellow liquid
• Melting Point: 97～99℃
• Refractive Index: n/D1.464
• Boiling Point: 89.733 °C at 760 mmHg
• Flash Point: 6.448 °C
• PSA: 42.37000
• Density: 1.011 g/cm³
• LogP: 0.89590
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 90.01393598
• Heavy Atom Count: 5
• Complexity: 42.2

Purity/Quality:

99% ^*data from raw suppliers

S-Methyl thioacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11:Highly flammable.; R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: F,T
• Statements: 11-20/21/22-36-24-20
• Safety Statements: 16-23-29-36/37-45-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SC
• Chemical Composition and Structure: S-Methyl thioacetate consists of a methyl group attached to a thioacetate functional group.
• Sources: Found naturally in Allium cepa (onion) and Solanum lycopersicum (tomato).
• Uses and Mechanism of Action: Food Flavoring:; Generates volatile aroma compounds, such as S-methyl thioacetate, during cheese ripening.^[1]; ; Biological Pathways:; Involved in microbial catabolism pathways, such as L-methionine degradation.^[2]; ; Chemical Reactions:; Participates in thiol-thioester exchange reactions, contributing to molecular complexity.
• References: [1] L-methionine degradation potentialities of cheese-ripening microorganisms; DOI 10.1017/S002202990100509X; [2] Production of volatile compounds by cheese-ripening yeasts: requirement for a methanethiol donor for S-methyl thioacetate synthesis by Kluyveromyces lactis; DOI 10.1007/s00253-001-0925-0

Technology Process of S-Methyl thioacetate

There total 31 articles about S-Methyl thioacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

methyl iodide (74-88-4) → S-methyl thiolacetate (1534-08-3)

Guidance literature:

In acetonitrile; at 20 ℃; for 3h;

DOI:10.1007/s13738-012-0093-4

Reference yield: 60.0%

1-butyl-3-methylimidazolium Tetrafluoroborate (174501-65-6) + potassium thioacetate (10387-40-3) → S-methyl thiolacetate (1534-08-3) + S-butyl ethanethioate (928-47-2) + 1-butyl-3-methyl-1H-imidazole-2(3H)-thione (119393-94-1)

Guidance literature:

for 0.166667h; microwave irradiation;

DOI:10.1080/00397910601038947

Reference yield: 42.0%

acetic anhydride (108-24-7) + sodium thiomethoxide (5188-07-8) → S-methyl thiolacetate (1534-08-3)

Guidance literature:

In water; at 60 - 70 ℃; for 2h;

DOI:10.3987/COM-92-S(T)77

upstream raw materials:

Ketene

methylthiol

dimethylsulfide

Acetyl bromide

Downstream raw materials:

N-[2-(4-Phenoxy-phenoxy)-ethoxy]-thioacetimidic acid methyl ester

Ketene

methylthiol

Dimethyldisulphide

Refernces

• 1、 Wenzel,Reid. "-". . p. 1090. Retrieved 1937.
• 2、 Suzuki, Shigenori,Hisamichi, Kanehiko,Endo, Katsuya. "NMR STUDIES AND STRUCTURAL ASSIGNMENT OF PAEDEROSIDE". . p. 895 - 900. Retrieved 1993.
• 3、 Reisenauer, Hans Peter,Mloston, Grzegorz,Romanski, Jaroslaw,Schreiner, Peter R.. "Photochemical formation and reactivities of substituted oxathiiranes in low-temperature argon matrices". scheme or table. p. 6269 - 6275. Retrieved 2011/12/02.
• 4、 Della, Ernest W.,Graney, Sean D.. "The regiochemistry of cyclization of α-sulfenyl-, α-sulfinyl-, and α-sulfonyl-5-hexenyl radicals: Procedures leading to regioselective syntheses of cyclic sulfones and sulfoxides". . p. 3824 - 3835. Retrieved 2007/10/03.