22428-72-4

Basic information

• Product Name: Dimethylthiodiglycollate
• Synonyms: Dimethylthiodiglycollate
• CAS NO: 22428-72-4
• Molecular Formula: C6H14O2S
• Molecular Weight: 150.23916
• Mol File: 22428-72-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Dimethylthiodiglycollate(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethylthiodiglycollate(22428-72-4)
• EPA Substance Registry System: Dimethylthiodiglycollate(22428-72-4)

Safety Data

• Hazardous Substances Data: 22428-72-4(Hazardous Substances Data)

Upstream product

• 627-42-9 2-chloroethyl methyl ether 
• 67-56-1 methanol 
• 91159-34-1 2-chloroethyl 2-methoxyethyl sulfide 
• 505-60-2 bis (2-chloroethyl) sulphide 
• 6482-24-2 2-Bromoethyl methyl ether 
• 111-48-8 2,2'-thiobis-ethanol 
• 74-88-4 methyl iodide 
• 420-12-2 thirane 

Relevant articles and documents

Synthesis and Thermophysical Properties of Ether-Functionalized Sulfonium Ionic Liquids as Potential Electrolytes for Electrochemical Applications

During this work, a novel series of hydrophobic room temperature ionic liquids (ILs) based on five ether functionalized sulfonium cations bearing the bis{(trifluoromethyl)sulfonyl}imide, [NTf2]? anion were synthesized and characterized. Their physicochemical properties, such as density, viscosity and ionic conductivity, electrochemical window, along with thermal properties including phase transition behavior and decomposition temperature, have been measured. All of these ILs showed large liquid range temperature, low viscosity, and good conductivity. Additionally, by combining DFT calculations along with electrochemical characterization it appears that these novel ILs show good electrochemical stability windows, suitable for the potential application as electrolyte materials in electrochemical energy storage devices.

Molecular Addition Compounds. 17. Borane and Chloroborane Adducts with Organic Sulfides for Hydroboration

The following sulfides have been examined as borane carriers in comparison with dimethyl sulfide and 1,4-oxathiane: tert-butyl methyl sulfide, isoamyl methyl sulfide, ethyl isoamyl sulfide, tert-butyl isoamyl sulfide, diisoamyl sulfide, tetrahydrothiophene, tetrahydro-thiopyran, thioanisole, 3-ethylthiotetrahydrofuran, bis(3-tetrahydrofuryl) sulfide, and bis(2-methoxyethyl) sulfide. Their complexing ability toward borane increases in the following order: thioanisole 3, is stable over prolonged periods at room temperature. The sulfide can be recovered from hydroboration-oxidation products by distillation. Consequently, diisoamyl sulfide is a new promising borane carrier. Bis(2-methoxyethyl) sulfide, easily synthesized from the low cost thiodiethanol, is three times more soluble in water than 1,4-oxathiane. Its borane adduct is 6.0 M in BH3 and can substitute for more expensive borane-1,4-oxathiane in hydroboration reactions. Applications of these new borane adducts in the synthesis of mono- and dichloroborane adducts was also studied. The equilibrium ratios observed for the new chloroborane adducts were similar to that observed for dimethyl sulfide adducts. However, the hydroboration of 1-octene with these new chloroborane adducts are much faster than the corresponding adducts of dimethyl sulfide, which are currently used extensively.

Borane-sulfide hydroboration agents

A borane-sulfide represented by the formula wherein B is boron, H is hydrogen, R1 and R2 each are straight or branched chain alkyl or alkoxy with at least one R being a branched chain when both R1 and R2 are alkyl, and S is sulfur. The compounds are hydroboration agents.