82244-59-5

Basic information

• Product Name: methyl deuterated methyl(p-tolyl)sulfane
• Synonyms: methyl deuterated methyl(p-tolyl)sulfane
• CAS NO: 82244-59-5
• Molecular Weight: 141.21
• Mol File: 82244-59-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl deuterated methyl(p-tolyl)sulfane(CAS DataBase Reference)
• NIST Chemistry Reference: methyl deuterated methyl(p-tolyl)sulfane(82244-59-5)
• EPA Substance Registry System: methyl deuterated methyl(p-tolyl)sulfane(82244-59-5)

Safety Data

• Hazardous Substances Data: 82244-59-5(Hazardous Substances Data)

Upstream product

• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 124-38-9 carbon dioxide 
• 106-45-6 para-thiocresol 
• 15199-43-6 d6-dimethyl sulfate 

Downstream Products

• 623-13-2 4-methylphenyl methylsulfide 
• 94636-93-8 5-methyl-2-(⁽²⁾H₃)methylthiobenzaldehyde 

Relevant articles and documents

Reduction of permanganate by thioanisole: Lewis acid catalysis

The oxidation of sulfides and sulfoxides by permanganate in anhydrous acetone solutions is catalyzed by Lewis acids such as iron(III) chloride, zinc chloride, and mercury(II) chloride. The reaction kinetics unequivocally confirm that the function of these catalysts is to activate the oxidant by forming permanganate/Lewis acid complexes analogous to the protonation of MnO4/- by Bronsted acids. A Hammett analysis of the rate constants for the oxidation of a series of substituted thioanisoles gives a negative p value (- 1.11) indicative of an electron deficient transition state. No secondary kinetic isotope effect is observed when the hydrogens of the methyl group are replaced by deuterium. Despite previous observations that sulfoxides are preferentially oxidized in competitive experiments, sulfides are oxidized more rapidly when individual rates are measured. All of these observations are most consistent with a mechanism in which the reductant reacts with the oxidant via initial ligation.

Reduction of CO2 with NaBH4/I2 for the Conversion of Thiophenols to Aryl Methyl Sulfides

We report a tandem reaction to realize reduction of carbon dioxide with thiophenols to generate aryl methyl sulfides under the NaBH4/I2 system with 18-crown-6 as the solvent. Thiophenols bearing electron-donating and electron-withdrawing groups are feasible in this reaction. Controlled experiment results indicate that 18-crown-6 plays a critical role in six-electron reduction of carbon dioxide.