Di-n-butyl sulfoxide

The reduction of sulfoxides by acetyl chloride is a general reaction and yields are generally high. However, the reduction of di-n-butyl sulfoxide with acetyl chloride gives di-n-butyl sulfide in only 70% yield. 

Di-f-butyl nitroxide, 129,461 Di-f-butyl peroxide, 123 Di-f-butylquinones, 121 Di-n-butyl sulfide, 6 Di-n-butyl sulfoxide, 6... 

Dimethyl sulfoxide oxidizes certain thlo ethers to the sulfoxides in reasonable yield. The ether is heated with a 50% molar excess of DMSO at 160-175° for several hours and the dimethyl sulfide is removed by distillation as formed. The suifoxides were isolated in high purity by distillation and there was no evidence of sulfone formation. Di-n-butyl sulfoxide and tetraethylene sulfoxide were obtained in similar yield, but several sulfides did not react to an appreciable extent. DMSO is a superior reagent for the oxidation of thiols to disulfides. A solution of the thiol in NHj MHj... 

---