Terpinen-4-ol

Source: Wikipedia, the free encyclopedia.
Terpinen-4-ol
Names
Preferred IUPAC name
4-Methyl-1-(propan-2-yl)cyclohex-3-en-1-ol
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
ECHA InfoCard
 100.008.396 Edit this at Wikidata
MeSH terpinenol-4
UNII
  • InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3 checkY
    Key: WRYLYDPHFGVWKC-UHFFFAOYSA-N checkY
  • InChI=1/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
    Key: WRYLYDPHFGVWKC-UHFFFAOYAQ
  • CC1=CCC(CC1)(C(C)C)O
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).
checkY verify (what is checkY☒N ?)

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]

Synthesis

Terpinen-4-ol can be synthesized from

photooxidation, reduction of the resulting hydroperoxide (2), and selective hydrogenation
of the terminal double bond in 3.

Synthesis of terpinen-4-ol

References

  1. ^ "Tea tree oil". Drugs and Lactation Database (LactMed), National Library of Medicine, US National Institutes of Health. 3 December 2018. Retrieved 31 July 2019.
  2. ^ a b c "Tea tree oil". Drugs.com. 17 June 2019. Retrieved 31 July 2019.
  3. ^
    PMID 27173437
    .
  4. PMID 22083482.{{cite journal}}: CS1 maint: multiple names: authors list (link
    )
Retrieved from "https://en.wikipedia.org/w/index.php?title=Terpinen-4-ol&oldid=1216909374"