The Terpinen-4-ol, with the CAS registry number 562-74-3, is also known as 4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol. It belongs to the product categories of Biochemistry; Terpenes; Terpenes (Others); Monocyclic Monoterpenes; Intermediates & Fine Chemicals; Pharmaceuticals; Alphabetical Listings; C-D Flavors and Fragrances; Certified Natural Products; Flavors and Fragrances. Its EINECS number is 209-235-5. This chemical's molecular formula is C₁₀H₁₈O and molecular weight is 154.25. What's more, its systematic name is 1-Isopropyl-4-methyl-3-cyclohexen-1-ol. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Natural Product; (3)Skin / Eye Irritant. This chemical is mainly the primary active ingredient of tea tree oil. It is also the compound of highest concentration in the essential oil of nutmeg. It shows antioxidant effects and is an antiseptic.

Physical properties of Terpinen-4-ol are: (1)ACD/LogP: 2.538; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.54; (4)ACD/LogD (pH 7.4): 2.54; (5)ACD/BCF (pH 5.5): 50.01; (6)ACD/BCF (pH 7.4): 50.01; (7)ACD/KOC (pH 5.5): 572.50; (8)ACD/KOC (pH 7.4): 572.50; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.485; (14)Molar Refractivity: 47.339 cm³; (15)Molar Volume: 165.26 cm³; (16)Polarizability: 18.766×10^-24cm³; (17)Surface Tension: 33 dyne/cm; (18)Density: 0.933 g/cm³; (19)Flash Point: 79.444 °C; (20)Enthalpy of Vaporization: 51.794 kJ/mol; (21)Boiling Point: 208.999 °C at 760 mmHg; (22)Vapour Pressure: 0.048 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid 3,7-dimethyl-6-oxo-oct-2-enyl ester by heating. This reaction will need reagent SmI₂ and solvent tetrahydrofuran with the reaction time of 3 hours. This reaction will also need catalyst Pd(PPh₃)₄. The yield is about 62%.

Uses of Terpinen-4-ol: it can be used to produce triethyl-(1-isopropyl-4-methyl-cyclohex-3-enyloxy)-silane at the temperature of 25 °C. It will need reagent PyH(+)·OTf(-) and solvent tetrahydrofuran with the reaction time of 10 min. The yield is about 99%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1=CCC(CC1)(C(C)C)O
(2)Std. InChI: InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
(3)Std. InChIKey: WRYLYDPHFGVWKC-UHFFFAOYSA-N

The toxicity data is as follows: