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Furan-2-ylmethanethiol

Furan-2-ylmethanethiol (2-furanmethanethiol) is an organosulfur compound. It is classified as a furan substituted with a methylthiol group. It is a colourless liquid, but impure samples can appear yellow. It possesses a strong odour of roasted coffee and a bitter taste. It is a key component of the aroma of roasted coffee. It has been identified as a trigger molecule for parosmia following COVID-19 infection.

Synthesis

Furan-2-ylmethanethiol is prepared by treating furfuryl alcohol with thiourea in hydrochloric acid via an intermediate isothiouronium salt, which is hydrolized to the thiol by heating with sodium hydroxide. :[[File:Furfuryl mercaptane synthesis.png|520px|left|Synthesis of furfuryl mercaptane (Furan-2-ylmethanethiol)]]

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References

(2007). "Ullmann's Encyclopedia of Industrial Chemistry".
(5 February 2021). "Molecular Mechanism of Parosmia.".
(25 May 2022). "Scientists identify 'trigger molecule' for Covid-related changes to smell.". The Guardian.
Helmer Kofod. (1955). "2-Furfuryl Mercaptan". Organic Syntheses.

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flavors thiols 2-furyl-compounds

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