Prenylthiol

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| ImageFile = 3-Methyl-2-buten-1-thiol V1.svg

| ImageSize =

| ImageFile1 = Prenyl-mercaptan-3D-balls.png

| IUPACName = 3-methylbut-2-ene-1-thiol

| OtherNames = Prenyl mercaptan; 3-Methyl-2-butene-1-thiol; MBT; Prenylthiol; UNII-FDG262156U; 2-Butene-1-thiol, 3-methyl-

| Section1 = {{Chembox Identifiers

| CASNo = 5287-45-6

| CASNo_Ref = {{Cascite|changed|CAS}}

| ChEBI = 169260

| ChEMBL =

| ChemSpiderID = 129292

| DrugBank =

| EC_number = 610-907-9

| KEGG =

| MeSHName =

| PubChem = 146586

| UNII = FDG262156U

| InChI = 1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3

| InChIKey = GYDPOKGOQFTYGW-UHFFFAOYSA-N

| SMILES = CC(=CCS)C

}}

| Section2 = {{Chembox Properties

| C=5 | H=10 | S=1

| MolarMass = 102.2 g/mol

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| Section3 = {{Chembox Hazards

| Hazards_ref={{cite web |title=3-Methyl-2-butene-1-thiol |url=https://pubchem.ncbi.nlm.nih.gov/compound/3-Methyl-2-butene-1-thiol#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |language=en}}

| GHSPictograms = {{GHS02}}{{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|226|315|319|335}}

| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|270|271|280|301+312|302+352|303+361+353|304+340|305+351+338|312|330|332+313|337+313|362|370+378|403+233|403+235|405|501}}

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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.{{Cite journal|last1=Oswald|first1=Iain W. H.|last2=Ojeda|first2=Marcos A.|last3=Pobanz|first3=Ryan J.|last4=Koby|first4=Kevin A.|last5=Buchanan|first5=Anthony J.|last6=Del Rosso|first6=Josh|last7=Guzman|first7=Mario A.|last8=Martin|first8=Thomas J.|date=2021-11-30|title=Identification of a New Family of Prenylated Volatile Sulfur Compounds in Cannabis Revealed by Comprehensive Two-Dimensional Gas Chromatography|url=https://doi.org/10.1021/acsomega.1c04196|journal=ACS Omega|volume=6|issue=47|pages=31667–31676|doi=10.1021/acsomega.1c04196|pmid=34869990 |pmc=8638000}}{{cite web |last1=Remmel |first1=Ariana |title=Here's the chemistry behind marijuana's skunky scent |url=https://www.sciencenews.org/article/marijuana-skunk-smell-cannabis-pot-plant-chemistry |website=ScienceNews.org |date=30 November 2021 |access-date=30 November 2021}}

References

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Category:Thiols

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