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Names | |
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Preferred IUPAC name
4-Methyl-1-(propan-2-yl)cyclohex-3-en-1-ol | |
Identifiers | |
3D model (
JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.008.396 |
MeSH | terpinenol-4 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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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]
Terpinen-4-ol can be synthesized from terpinolene (1) by photooxidation, reduction of the resulting hydroperoxide (2), and selective hydrogenation of the terminal double bond in 3.
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