1469-73-4

Basic information

• Product Name: 4-methyl-1,3,2-dioxathiolane 2-oxide
• Synonyms: 4-methyl-1,3,2-dioxathiolane 2-oxide;4-Methyl-1,3-dioxa-2-thia(IV)cyclopentan-2-one;1,2-Propanediol sulfite;4-Methyl-2-oxo-1,3,2-dioxathiolane;4-Methyl-1,3,2-dioxathiolane 2-Oxide (Mixture of isoMers);NSC 44145;NSC 525703;1,3,2-Dioxathiolane,4-Methyl-, 2-oxide
• CAS NO: 1469-73-4
• Molecular Formula: C₃H₆O₃S
• Molecular Weight: 122.14
• Product Categories: Drug Intermediates
• Mol File: 1469-73-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 92℃ (40 Torr)
• Flash Point: 80℃
• Appearance: /
• Density: 1.293 at 25 °C
• Vapor Pressure: 1.57mmHg at 25°C
• Refractive Index: 1.4602 (589.3 nm 25℃)
• CAS DataBase Reference: 4-methyl-1,3,2-dioxathiolane 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-1,3,2-dioxathiolane 2-oxide(1469-73-4)
• EPA Substance Registry System: 4-methyl-1,3,2-dioxathiolane 2-oxide(1469-73-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36/37
• WGK Germany: 3
• RTECS: WT3500000
• Hazardous Substances Data: 1469-73-4(Hazardous Substances Data)

Usage

Description

4-Methyl-1,3,2-dioxathiolane 2-oxide is an organic compound with the molecular formula C5H10O3S. It is a colorless to pale yellow liquid and is a mixture of isomers. This product has been enhanced for energy efficiency.

Uses

Used in Chemical Synthesis:
4-Methyl-1,3,2-dioxathiolane 2-oxide is used as a reagent in the preparation of deep eutectic solvents for SO2 cycloaddition reactions. These reactions are important in the synthesis of various organic compounds and materials.
Used in Energy Storage:
In the energy storage industry, 4-methyl-1,3,2-dioxathiolane 2-oxide is used as a film-forming electrolyte additive for lithium-ion battery electrolytes. Its application enhances the performance and stability of the batteries, contributing to improved energy efficiency.
Used in Advanced Battery Technologies:
4-Methyl-1,3,2-dioxathiolane 2-oxide is also utilized as a solvent for making non-aqueous electrolytes for lithium-ion and lithium-sulfur batteries. This application is crucial for the development of advanced battery technologies that require high energy density and improved safety features.

InChI:InChI=1/C3H6O3S/c1-3-2-5-7(4)6-3/h3H,2H2,1H3

Upstream product

• 57-55-6 propylene glycol 
• 75-56-9 methyloxirane 

Downstream Products

• 5689-83-8 4-methyl-[1,3,2]dioxathiolane 2,2-dioxide 

Relevant articles and documents

A Copper Metal–Organic Hydrogel as a Catalyst for SO2 and CO2 Fixation under Ambient Conditions

A copper metal–organic hydrogel (MOG) has been synthesized using an amino acid-based ligand, Na2HL {H3L = 2-{(3,5-di-tert-butyl-2-hydroxybenzyl)amino succinic acid} as a gelator. The metallohydrogel exhibits pH-responsive nature as well as chemical responsiveness. Besides, it shows rapid thixotropic behavior when external mechanical forces are applied. The metal–organic hydrogel can be used as a heterogeneous catalyst for the reaction of SO2 and CO2 with epoxides to produce cyclic 1,3,2-dioxathiolane-2-oxides and carbonates, respectively. The conversions were found to be dependent on the size and type of the side chain of the epoxides.

Synthesis of cyclic sulfites from epoxides and sulfur dioxide with silica-immobilized homogeneous catalysts

Quaternary ammonium- and amino-functionalized silica catalysts have been prepared for the selective synthesis of cyclic sulfites from epoxides and sulfur dioxide, demonstrating the effects of immobilizing the homogeneous catalysts on silica. The cycloaddition of sulfur dioxide to various epoxides was conducted under solvent-free conditions at 100 °C. The quaternary ammonium- and amino-functionalized silica catalysts produced cyclic sulfites in high yields (79-96 %) that are comparable to those produced by the homogeneous catalysts. The functionalized silica catalysts could be separated from the product solution by filtration, thereby avoiding the catalytic decomposition of the cyclic sulfite products upon distillation of the product solution. Heterogenization of a homogeneous catalyst by immobilization can, therefore, improve the efficiency of the purification of crude reaction products. Despite a decrease in catalytic activity after each recycling step, the heterogeneous pyridine-functionalized silica catalyst provided high yields after as many as five recycling processes. Immobilized for crimes of pyrolysis: Quaternary ammonium- and amino-functionalized silica catalysts promote the cycloaddition of sulfur dioxide to epoxides to produce cyclic sulfites in high yields (79-96 %) that are comparable to those with the homogeneous catalysts. Separation of the functionalized silica catalyst from the product solution by filtration avoids pyrolysis of the cyclic sulfites during purification by distillation. Copyright

Synthesis of hydroxy sulfonate surfactants

The selective synthesis of sulfonate surfactants with side chains containing ether- and hydroxy groups was carried out using cyclic sulfates as epoxide analogues. The main chain was elaborated from 1,2-dodecane sulfate by the addition of various hydroxy/alkoxysulfonates. Ethyleneoxy- and 1,2-propyleneoxy- groups were introduced using ethylene sulfate and 1,2-propylene sulfate, respectively.