Terpinen-4-Ol

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Product Description

Terpinen-4-Ol

Terpinen-4-ol Basic information

Overview Biological activities References

Product Name:	Terpinen-4-ol
Synonyms:	1-isopropyl-4-methyl-cyclohex-3-enol;1-Methyl-4-isopropyl-1-cyclohexen-4-ol;1-methyl-4-isopropyl-1-cyclohexen-4-ol (4-terpineol);1-para-Menthen-4-ol;(+/-)-4-HYDROXY-4-ISOPROPYL-1-METHYL-1-CYCLOHEXENE;4-CARVOMENTHENOL;1-TERPINEN-4-OL;(+/-)-1-ISOPROPYL-4-METHYL-3-CYCLOHEXEN-1-OL
CAS:	562-74-3
MF:	C10H18O
MW:	154.25
EINECS:	209-235-5
Product Categories:	Biochemistry;Terpenes;Terpenes (Others);Monocyclic Monoterpenes;Intermediates & Fine Chemicals;Pharmaceuticals;Alphabetical Listings;C-DFlavors and Fragrances;Certified Natural Products;Flavors and Fragrances;C-D
Mol File:	562-74-3.mol

Terpinen-4-ol Chemical Properties

Melting point	137-188 °C
alpha	+25.2°
Boiling point	212 °C
density	0.929
FEMA	2248 \| 4-CARVOMENTHENOL
refractive index	n20/D 1.478
Fp	175 °F
storage temp.	-20°C
form	Liquid
pka	14.94±0.40(Predicted)
Specific Gravity	0.930.9265 (19℃)
color	Clear colorless to slightly yellow
optical activity	[α]20/D 27°, neat
Water Solubility	Very slightly soluble
JECFA Number	439
Merck	3935
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey	WRYLYDPHFGVWKC-UHFFFAOYSA-N
CAS DataBase Reference	562-74-3(CAS DataBase Reference)
NIST Chemistry Reference	3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-(562-74-3)
EPA Substance Registry System	4-Terpineol (562-74-3)

Terpinen-4-ol Safety Information

Terpinen-4-ol Usage

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.
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).
Chemical 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).