Prenylthiol
Names
IUPAC name
3-methylbut-2-ene-1-thiol
Other names
Prenyl mercaptan; 3-Methyl-2-butene-1-thiol; MBT; Prenylthiol; UNII-FDG262156U; 2-Butene-1-thiol, 3-methyl-
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.118.632
EC Number
  • 610-907-9
UNII
  • InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
    Key: GYDPOKGOQFTYGW-UHFFFAOYSA-N
  • CC(=CCS)C
Properties
C5H10S
Molar mass 102.2 g/mol
Hazards[1]
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H226, H315, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Prenylthiol or 3-methyl-2-butene-1-thiol is a chemical compound. It is one of a group of chemicals that give cannabis its characteristic "skunk-like" aroma. It is also present in lightstruck or "skunky" beer.[2][3]

References

  1. ↑ "3-Methyl-2-butene-1-thiol". pubchem.ncbi.nlm.nih.gov.
  2. ↑ Oswald, Iain W. H.; Ojeda, Marcos A.; Pobanz, Ryan J.; Koby, Kevin A.; Buchanan, Anthony J.; Del Rosso, Josh; Guzman, Mario A.; Martin, Thomas J. (2021-11-30). "Identification of a New Family of Prenylated Volatile Sulfur Compounds in Cannabis Revealed by Comprehensive Two-Dimensional Gas Chromatography". ACS Omega. 6 (47): 31667–31676. doi:10.1021/acsomega.1c04196. PMC 8638000. PMID 34869990.
  3. ↑ Remmel, Ariana (30 November 2021). "Here's the chemistry behind marijuana's skunky scent". ScienceNews.org. Retrieved 30 November 2021.
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