Prenylthiol

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
CAS Number	5287-45-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:169260;
ChemSpider	129292;
ECHA InfoCard	100.118.632
EC Number	610-907-9;
PubChem CID	146586;
UNII	FDG262156U;
CompTox Dashboard (EPA)	DTXSID00200907 ;
	InChI InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3 Key: GYDPOKGOQFTYGW-UHFFFAOYSA-N;
	SMILES CC(=CCS)C;
Properties
Chemical formula	C5H10S
Molar mass	102.2 g/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H315, H319, H335
Precautionary statements	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

^ "3-Methyl-2-butene-1-thiol". pubchem.ncbi.nlm.nih.gov.
^ 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 34869990.31667-31676&rft.date=2021-11-30&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8638000#id-name=PMC&rft_id=info:pmid/34869990&rft_id=info:doi/10.1021/acsomega.1c04196&rft.aulast=Oswald&rft.aufirst=Iain W. H.&rft.au=Ojeda, Marcos A.&rft.au=Pobanz, Ryan J.&rft.au=Koby, Kevin A.&rft.au=Buchanan, Anthony J.&rft.au=Del Rosso, Josh&rft.au=Guzman, Mario A.&rft.au=Martin, Thomas J.&rft_id=https://doi.org/10.1021/acsomega.1c04196&rfr_id=info:sid/en.wikipedia.org:Prenylthiol" class="Z3988">
^ Remmel, Ariana (30 November 2021). "Here's the chemistry behind marijuana's skunky scent". ScienceNews.org. Retrieved 30 November 2021.

[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 34869990.31667-31676&rft.date=2021-11-30&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8638000#id-name=PMC&rft_id=info:pmid/34869990&rft_id=info:doi/10.1021/acsomega.1c04196&rft.aulast=Oswald&rft.aufirst=Iain W. H.&rft.au=Ojeda, Marcos A.&rft.au=Pobanz, Ryan J.&rft.au=Koby, Kevin A.&rft.au=Buchanan, Anthony J.&rft.au=Del Rosso, Josh&rft.au=Guzman, Mario A.&rft.au=Martin, Thomas J.&rft_id=https://doi.org/10.1021/acsomega.1c04196&rfr_id=info:sid/en.wikipedia.org:Prenylthiol" class="Z3988">

[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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