• Source: Thioanisole

Thioanisole is an organic compound with the formula CH3SC6H5. It is a colorless liquid that is soluble in organic solvents. It is the simplest alkyl–aryl thioether. The name indicates that this compound is the sulfur analogue—the thioether rather than the oxygen-centered ether—of anisole.
It can be prepared by methylation of thiophenol.




Reactions


Alkyllithium reagents deprotonate thioanisole at the methyl group to afford C6H5SCH2Li, a strong nucleophile that can be alkylated to form more complex chains and structures. The resulting homologated thioether can be manipulated in a variety of ways.
Oxidation of sulfur via addition of a single oxygen atom gives methyl phenyl sulfoxide, a reaction useful for titration of oxidants such as dimethyldioxirane. Successive oxidation then leads to the sulfone.




References

Kata Kunci Pencarian:

• Thioanisole
• Methyl phenyl sulfoxide
• Tert-Butyloxycarbonyl protecting group
• Di-tert-butyl dicarbonate
• Organic sulfide
• Hydrogen peroxide
• C7H8S
• Thiophenol