| Revision as of 12:24, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 418143539 of page Terpinen-4-ol for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 17:50, 2 April 2024 edit Marbletan (talk | contribs)Extended confirmed users5,350 editsNo edit summary |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Chembox |
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{{Chembox |
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| Watchedfields = changed |
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| verifiedrevid = 418142176 |
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| verifiedrevid = 470602523 |
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| ImageFile = Terpinen-4-ol.svg |
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| ImageFile = Terpinen-4-ol.svg |
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| ImageSize = 100px |
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| ImageSize = 100px |
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| PIN = 4-Methyl-1-(propan-2-yl)cyclohex-3-en-1-ol |
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| IUPACName = |
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| OtherNames = |
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| OtherNames = |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10756 |
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| ChemSpiderID = 10756 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 562-74-3 |
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| CASNo = 562-74-3 |
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| PubChem = 11230 |
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| PubChem = 11230 |
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| SMILES = CC1=CCC(CC1)(C(C)C)O |
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| SMILES = CC1=CCC(CC1)(C(C)C)O |
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| MeSHName = terpinenol-4 |
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| MeSHName = terpinenol-4 |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=10|H=18|O=1 |
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| C=10 | H=18 | O=1 |
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| Appearance = |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| Solubility = |
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| FlashPt = |
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'''Terpinen-4-ol''' is an isomer of ] with the chemical formula C<sub>10</sub>H<sub>18</sub>O. A primary constituent of ],<ref name="lact">{{cite web |title=Tea tree oil |url=https://www.ncbi.nlm.nih.gov/books/NBK501884/ |publisher=Drugs and Lactation Database (LactMed), National Library of Medicine, US National Institutes of Health |accessdate=31 July 2019 |date=3 December 2018}}</ref> it is obtained as an ] from the leaves, branches, and bark of '']'' Cheel.<ref name="drugs">{{cite web |title=Tea tree oil |url=https://www.drugs.com/npp/tea-tree-oil.html |publisher=Drugs.com |accessdate=31 July 2019 |date=17 June 2019}}</ref><ref name="Groot">{{cite journal | last1=de Groot | first1=Anton C. | last2=Schmidt | first2=Erich | title=Tea tree oil: contact allergy and chemical composition | journal=Contact Dermatitis | volume=75 | issue=3 | date=13 May 2016 | issn=0105-1873 | doi=10.1111/cod.12591 | pages=129–143| pmid=27173437 | doi-access=free }}</ref><ref>{{ cite journal | author = Hammer, K. A.; Carson, C. F.; Riley, T. V. | title = Effects of ''Melaleuca alternifolia'' (Tea Tree) Essential Oil and the Major Monoterpene Component Terpinen-4-ol on the Development of Single- and Multistep Antibiotic Resistance and Antimicrobial Susceptibility | journal = Antimicrobial Agents and Chemotherapy | year = 2012 | volume = 56 | issue = 2 | pages = 909–915 | doi = 10.1128/AAC.05741-11 | pmid = 22083482 | pmc = 3264233 }}</ref> Despite considerable ] and preliminary ] of terpinen-4-ol and tea tree oil, its biological properties and potential for clinical uses have not been established as of 2019.<ref name=drugs/> It may be a factor in the ] of tea tree oil when used ].<ref name=drugs/><ref name=Groot/> |
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Terpinen-4-ol occurs in '']'' and is thought to be the reason why this wood is highly resistant to ]. {{citation needed|date=July 2019}} |
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==Synthesis== |
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Terpinen-4-ol can be synthesized from ] ('''1''') by ], reduction of the resulting hydroperoxide ('''2'''), and selective ] of the terminal double bond in '''3'''. |
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==References== |
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{{reflist}} |
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] |
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] |