Chemistry:Terpinen-4-ol

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Terpinen-4-ol
Terpinen-4-ol.svg
Names
Preferred IUPAC name
4-Methyl-1-(propan-2-yl)cyclohex-3-en-1-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH terpinenol-4
UNII
Properties
C10H18O
Molar mass 154.253 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Terpinen-4-ol is an isomer of terpineol with the chemical formula C10H18O. A primary constituent of tea tree oil,[1] it is obtained as an extract from the leaves, branches, and bark of Melaleuca alternifolia Cheel.[2][3][4] Despite considerable basic and preliminary clinical research of terpinen-4-ol and tea tree oil, its biological properties and potential for clinical uses have not been established as of 2019.[2] It may be a factor in the contact dermatitis of tea tree oil when used topically.[2][3]

Terpinen-4-ol occurs in Juniperus communis and is thought to be the reason why this wood is highly resistant to rot. [citation needed]

Additional images

Synthesis

References

  1. "Tea tree oil". Drugs and Lactation Database (LactMed), National Library of Medicine, US National Institutes of Health. 3 December 2018. https://www.ncbi.nlm.nih.gov/books/NBK501884/. Retrieved 31 July 2019. 
  2. 2.0 2.1 2.2 "Tea tree oil". Drugs.com. 17 June 2019. https://www.drugs.com/npp/tea-tree-oil.html. Retrieved 31 July 2019. 
  3. 3.0 3.1 de Groot, Anton C.; Schmidt, Erich (13 May 2016). "Tea tree oil: contact allergy and chemical composition". Contact Dermatitis 75 (3): 129–143. doi:10.1111/cod.12591. ISSN 0105-1873. PMID 27173437. 
  4. Hammer, K. A.; Carson, C. F.; Riley, T. V. (2012). "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". Antimicrobial Agents and Chemotherapy 56 (2): 909–915. doi:10.1128/AAC.05741-11. PMID 22083482.