Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-

There is evidence that Menthol (CAS NO.89-78-1) has been known in Japan for more than 2000 years, but in the West it was not isolated until 1771, by Hieronymous David Gaubius. Early characterizations were done by Oppenheim, Beckett, Moriya, and Atkinson.

Reported in EPA TSCA Inventory.

The IUPAC name of Menthol is (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol. With theCAS registry number 89-78-1, it is also named as Racementhol. The classification codes are Agricultural Chemical; Insecticide; Mutation data; Natural Product; Skin / Eye Irritant; Tumor data. It is colorless need-like crystals with cool, refreshing and pleasant mint aroma. Additionally, this chemical should be sealed in the container and stored in the cool place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.216; (4)ACD/LogD (pH 7.4): 3.216; (5)ACD/BCF (pH 5.5): 163.88; (6)ACD/BCF (pH 7.4): 163.88; (7)ACD/KOC (pH 5.5): 1338.956; (8)ACD/KOC (pH 7.4): 1338.956; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.457; (13)Molar Refractivity: 47.833 cm³; (14)Molar Volume: 175.542 cm³; (15)Polarizability: 18.963×10^-24 cm³; (16)Surface Tension: 29.706 dyne/cm; (17)Enthalpy of Vaporization: 52.536 kJ/mol; (18)Vapour Pressure: 0.032 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 156.151415; (21)MonoIsotopic Mass: 156.151415; (22)Topological Polar Surface Area: 20.2; (23)Heavy Atom Count: 11; (24)Complexity: 120; (25)Defined Atom StereoCenter Count: 3.

Preparation of Menthol: It can be obtained from peppermint or other mint oils. It also can be produced by the following method:

Uses of Menthol: It is widely used to relieve minor throat irritation. It is not only used to produce cooling oil and pain killer, but also used in making toothpaste, tooth powder, candy, beverages, spices, etc. In addition, it also react with acetic acid anhydride to get Isomentholacetat. This reaction needs reagent TaCl₅-SiO₂ and solvent CH₂Cl₂ at ambient temperature. The yield is 79%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it has risk of serious damage to the eyes. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. 

People can use the following data to convert to the molecule structure. 
1. SMILES:CC1CCC(C(C1)O)C(C)C
2. InChI:InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
3. InChIKey:NOOLISFMXDJSKH-UHFFFAOYAE

The following are the toxicity data which has been tested.