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2,4-Dithiapentane


Bis(methylmercapto)methane 2,4-Dithiapentane | NFPA-H = 1 | NFPA-F = 2 | NFPA-R =

2,4-Dithiapentane is an organosulfur compound, and is the simplest alkyl dithioether. It is a colorless liquid with a strong odor, reminiscent of freshly prepared mustard in the pure form.

2,4-Dithiapentane is the dimethyldithioacetal of formaldehyde. Its synthesis was first reported in 1941. It is industrially prepared by the acid-catalyzed condensation of methyl mercaptan, the main aromatic compound in both halitosis and foot odor and a secondary compound in flatulence, with formaldehyde. :2 CH3SH + H2C=O → CH3SCH2SCH3 + H2O

2,4-Dithiapentane is found as an aromatic component in some truffle varieties. A synthetic version is used as the primary aromatic additive in commercial "truffle" products, such as truffle oil, truffle butter, truffle salt and truffle pastes, many of which contain no truffle content at all,{{cite web

References

  1. "2,4-Dithiapentane".
  2. (8 October 1941). "Zur Kenntnis der Trisulfonyl-methane". Berichte der Deutschen Chemischen Gesellschaft (A and B Series).
  3. (7 April 2014). "The Chemistry of Body Odours". [[Compound Interest (website).
  4. A. Fiecchi. (1967). "Bis-methylthiomethane, an odorous substance from white truffle, tuber magnatum pico". Tetrahedron Lett.
  5. Franco Bellesia. (1996). "Volatile Compounds of the White Truffle (Tuber magnatum Pico) from Middle Italy". Flavour and Fragrance Journal.
  6. Richard Splivallo. (2015). "Sulfur volatiles of microbial origin are key contributors to human-sensed truffle aroma". Biotechnological Products and Process Engineering: Applied Microbiology and Biotechnology.
  7. Babich, Matt. (July 12, 2022). "The truffle industry is a big scam. Not just truffle oil, everything".
  8. (2021). "Advances in Macrofungi". CRC Press.
  9. Amy Berkov. (2000). "Do Lecythidaceae Specialists (Coleoptera, Cerambycidae) Shun Fetid Tree Species?". Biotropica.
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