4176-55-0

Usage

Uses

Used in Energy Industry:
1,3,2-Dioxathiane 2-oxide is used as a high-temperature additive for electrolytes in lithium-ion batteries. Its incorporation improves the decomposition resistance of the electrolyte, leading to better performance and longevity of the batteries.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, due to its structural similarity to other compounds with pharmaceutical applications, 1,3,2-dioxathiane 2-oxide could potentially be used as a building block or intermediate in the synthesis of various pharmaceutical compounds, targeting specific medical conditions.
Used in Chemical Synthesis:
1,3,2-Dioxathiane 2-oxide may also find use in the chemical synthesis industry as an intermediate or reagent in the production of other organic compounds, leveraging its unique structural features and chemical properties.

InChI:InChI=1/C3H6O3S/c4-7-5-2-1-3-6-7/h1-3H2

Upstream product

• 109-64-8 1,3-dibromo-propane 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 92-52-4 biphenyl 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 627-18-9 1-bromo-3-propanol 
• 1073-05-8 1,3,2-dioxathiane 2,2-dioxide 

Relevant academic research and scientific papers

Synthesis and biological evaluation of deoxy salacinols, the role of polar substituents in the side chain on the α-glucosidase inhibitory activity

Three analogs (5, 6, and 7) lacking polar substituents in the side chain of a naturally occurring α-glucosidase inhibitor, salacinol (1a), were synthesized by the coupling reaction of a thiosugar, 1,4-dideoxy-1,4-epithio-d- arabinitol (3), with cyclic sulfates (8, 9, and 10), and their α-glucosidase inhibitory activities were examined. All these simpler analogs (5, 6, and 7) showed less inhibitory activity compared to 1a, and proved the importance of cooperative role of the polar substituents for the α-glucosidase inhibitory activity. A practical synthetic route to 3 starting from d-xylose is also described.

Preparation of cyclic sulfites by transesterification of diols and diisopropyl sulfite

Cyclic sulfites of 1,2-, 1,3- and 1,4-diols can be prepared in high yield by acid or base catalyzed transesterification with diisopropyl sulfite.

Reaction of diethylaminosulfur trifluoride with diols

Diethylaminosulfur trifluoride (DAST) reacts with dialcohols to give difluorides, sulfite esters or cyclic ethers depending on the number of carbons separating the two alcohol groups.Vicinal and 1,3-diols give large amounts of sulfite ester products while butane-1,4-diol gives almost exclusively the cyclic ether tetrahydrofuran.Terminal dialcohols longer than four carbons give primarily difluoride products.Semiempirical calculations indicate a preference for cyclic intermediates when four or less carbons separate the two alcohol moieties.These cyclic intermediates lead directly to the cyclic ethers and sulfite ester products.

REACTION OF HYDROXY AND CARBONYL COMPOUNDS WITH SULFUR TETRAFLUORIDE IX. REACTIONS OF GLYCOLS WITH SULFUR TETRAFLUORIDE

Selective substitution of one of the hydroxyl groups by a fluorine atom occurs in the reactions of 1,2-, 1,3-, and 1,4-glycols with sulfur tetrafluoride under mild conditions.The regioselectivity of substitution in the case of unsymmetrical glycols depends on the electronic nature of the groups present in the molecules of the initial compounds.

ELECTROCHEMICAL REDUCTION OF CYCLIC AND ACYCLIC SULFATES.

It was confirmed that cyclic and acyclic sulfates of diols and monoalcohols could be reduced at cathodes in nonaqueous solvents. The reduction products were greatly affected by the molecular structures of the sulfates. The reduction of the cyclic sulfates of 1,2-diols yielded the corresponding alkenes and disulfate dianions of the parent diols in high yields and current efficiencies were based on one-electron reduction. On the other hand, the cyclic sulfates of 1,3- and 1,4-diols were also reduced by one-electron transfer under similar conditions, but the cycloalkanes expected were not formed and the products were cyclic ethers along with acyclic alkane or unsaturated alcohol. The reduction of the cyclic sulfate of hydrated formaldehyde, which is regarded as a 1,1-diol, did not give any identified products except for a small amount of methane.

2-Oxo-1,3,2-dioxathianes. I. Preparation of the Alkyl-substituted Derivatives

2-Oxo-1,3,2-dioxathiane, all methyl- and several other alkyl-substituted 2-oxo-1,3,2-dioxathianes have been synthesized by condensing 1,3-alkanediols and thionyl chloride.The amount of the S==O-axial and S==O-equatorial isomers can be controlled by adding pyridine to the reaction mixture.