24308-28-9

Basic information

• Product Name: 1,2-oxathiolane 2-oxide
• CAS NO: 24308-28-9
• Molecular Formula: C₃H₆O₂S
• Molecular Weight: 106.1435
• Mol File: 24308-28-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 197.2°C at 760 mmHg
• Flash Point: 73.1°C
• Density: 1.39g/cm³
• Vapor Pressure: 0.539mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 1,2-oxathiolane 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-oxathiolane 2-oxide(24308-28-9)
• EPA Substance Registry System: 1,2-oxathiolane 2-oxide(24308-28-9)

Safety Data

• Hazardous Substances Data: 24308-28-9(Hazardous Substances Data)

Usage

Chemical Structure

A highly reactive organic compound with the formula C3H4O2S.

Role in Maillard Reaction

A significant intermediate in the non-enzymatic browning of food during cooking.

Formation

Methylglyoxal is formed during the breakdown of sugars and is also a byproduct of metabolism.

Reactivity

Highly reactive molecule due to its ability to participate in various chemical reactions.

Antimicrobial Properties

Exhibits antimicrobial and antibacterial properties, making it a potential candidate for use in medical and food applications.

Hazardous Substance

Classified as a hazardous substance due to its potential health risks.

Health Risks

Exposure to high levels of methylglyoxal can cause irritation to the eyes and skin.

Proper Handling

Necessary to ensure safe use and avoid potential health risks associated with this chemical.

Upstream product

• 142-28-9 1,3-Dichloropropane 
• 109-70-6 1.3-chlorobromopropane 
• 5684-29-7 1,2-oxathiolane 
• 81055-36-9 1-bromo-3-(toluene-4-sulfonyloxy)propane 
• 19721-22-3 3-sulfanylpropanol 
• 30453-21-5 3-[(3-hydroxypropyl)disulfanyl]-1-propanol 
• 109-64-8 1,3-dibromo-propane 

Downstream Products

• 1120-71-4 1,3-propanesultone 
• 1633-82-5 3-chloro-n-propanesulfonyl chloride 
• 14933-08-5 N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate 
• 30453-21-5 3-[(3-hydroxypropyl)disulfanyl]-1-propanol 
• 49639-22-7 phenyl 3-hydroxypropyl sulfoxide 
• 24536-40-1 3-phenylthiopropanol 
• 18721-61-4 3-(ethylthio)propanol 

Relevant articles and documents

Preparation method of 1,3-propane sultone

The invention discloses a preparation method of 1,3-propane sultone. The preparation method of the 1,3-propane sultone comprises the following steps of (1) under the existence of tetraethylammonium bromide, reacting 1,3-dichloropropane and sulfur dioxide in acetonitrile under the action of a constant current so as to obtain 1,3- propane sulfincacid lactone; (2) carrying out oxidation reaction on the prepared 1,3-propane sulfincacid lactone and an oxidizing agent in an organic solvent to obtain the 1,3-propane sultone. The preparation method of the 1,3-propane sultone provided by the inventionhas the advantages of higher yield, high purity, cheap and easy-to-get raw materials, mild reaction conditions, simple preparation process and the like.

Formation of cyclic sulfinates and sulfinamides through homolytic substitution at the sulfur atom

(Chemical Equation Presented) Ring road: Cyclic sulfinates and sulfinamides can be synthesized by homolytic substitution to give alkyl and benzofused families of compounds. The presence of an additional heteroatom in the ring allows the preparation of sulfur-based heterocycles that are useful synthetic intermediates (see scheme). The stereogenic sulfur atom transfers its chirality to prochiral radicals. TTMSS = tris(trimethylsilyl)silane, AIBN = azobisisobutyronitrile.

Oxidative Cleavage and Cyclization of Disulfide Carboxylic Acids and Alcohols by Aqueous Iodine: A Facile Route to Five-Membered Ring Sultines

The kinetics and mechanism of the oxidative cleavage by aqueous iodine of disulfide carboxylic acids and alcohols are presented.There is evidence for intramolecular interaction of the oxygen nucleophiles.The sole product of the iodine oxidation of 3,3'-dithiodipropanol is the sultine 1,2-oxathiolane 2-oxide, which is formed after the rate-determining step, apparently via rapid cyclization of the sulfenyl iodide.The anchimeric assistance provided by the neighboring carboxylate group in the reaction of 3,3'-dithiodipropanoic acid is responsible for the pH profile of the rate of oxidative cleavage.At a given pH, the rate law for the reaction is -d/dt = kI3->(0.0905->-1 + 0.0019->-2).The inverse second term in iodide ion not has been observed previously in kinetic studies of disulfide reactions and is interpreted as evidence for a disulfide-iodonium complex.