Chemical Properties
1-Terpinen-4-ol occurs as (+)-, (?)-, and racemic 1-terpinen-4-ol in many essential oils, for
example, from Pinus and Eucalyptus species, and in lavender oil. It is a colorless
liquid with a spicy, nutmeg-like, woody–earthy, and also lilac-like odor.
1-Terpinen-4-ol is a by-product in the synthesis of terpineol fromterpin hydrate
and occurs in commercial terpineol. Pure 1-terpinen-4-ol can be prepared from
terpinolene by photosensitized oxidation, reduction of the resulting 1-methyl-4-
isopropenyl-1-cyclohexene-4-hydroperoxide, and selective hydrogenation of the
corresponding alcohol.
It is used, for example, in artificial geranium and pepper oils and in perfumery for
creating herbaceous and lavender notes.
Chemical Properties
colourless or pale yellow liquid
Occurrence
4-Carvomenthenol (dextro) has been reported present in the oil of Cupressus macrocarpa lavender, Spanish
origanum, Ledum palustre, Eucalyptus australiana var. A., Thuja occidentalis, etc. The l-form is present in the oil of Eucalyptus
dives and in some other essences such as Xanthoxylum rhetsa, together with the racemic form. The racemic form is found in camphor
oil. Reported found in fresh apple, apricots, orange juice, peel oils of orange, lemon, grapefruit, tangerines, anise, cinnamon, ginger
and nutmeg.
Uses
Shows antioxidant effects. Antiseptic.
Definition
ChEBI: A terpineol that is 1-menthene carrying a hydroxy substituent at position 4.
Taste threshold values
Taste characteristics at 30 ppm: sweet, citrus green with a tropical fruity character.
General Description
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.
Flammability and Explosibility
Notclassified
Biochem/physiol Actions
Taste at 30 ppm
Anticancer Research
Also this molecule exhibits antitumor effects by apoptotic mechanism. Studies weredone in mice bearing A549 tumor xenografts (Quintans et al. 2013; Kiyan et al.2014).
Synthesis
One of several terpinenol isomers, depending on the position of the double bond and that of the hydroxyl group, this terpene,
whose structure has been defined by Wallach, can be isolated by fractional distillation. It exists in nature as the dextro, levo and
racemic isomer; the synthetic product is always optically inactive. The 1-terpineneol or 1-meththyl-4-isopropyl-3-cyclohexen-1-ol has
been prepared by Wallach (Burdock, 1997).
