|
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 |
|
|
|
|
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) |
|
Hazard Codes |
Xn |
|
Risk Statements |
22-36/37/38 |
|
Safety Statements |
26-36-37/39 |
|
WGK Germany |
2 |
|
RTECS |
OT0175110 |
|
HS Code |
29061990 |
|
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). |
