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Allyl methyl sulfide

Allyl methyl sulfide is an organosulfur compound with the chemical formula CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub>. The molecule features two functional groups, an allyl (CH<sub>2</sub>=CHCH<sub>2</sub>) and a sulfide. It is a colourless liquid with a strong odor characteristic of alkyl sulfides. It is a metabolite of garlic, and "garlic breath" and/or "garlic body odor" is attributed to its presence. Consumption of polyphenol-containing foods has been shown to suppress the release of allyl methyl sulfide from the body.

It is prepared by the reaction of allyl chloride with sodium hydroxide and methanethiol.

CH<sub>2</sub>=CHCH<sub>2</sub>Cl + NaOH (aq) + CH<sub>3</sub>SH → CH<sub>2</sub>=CHCH<sub>2</sub>SCH<sub>3</sub> + NaCl + H<sub>2</sub>O

References