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EINECS 201-939-0
CAS No. 89-78-1 Density 0.89 g/cm3
Solubility insoluble in water Melting Point 32-36 °C
Formula C10H20O Boiling Point 215.383 °C at 760 mmHg
Molecular Weight 156.27 Flash Point 93.333 °C
Transport Information UN 1888 6.1/PG 3 Appearance colorless need-like crystals
Safety 36/37/39-24/25-36-26 Risk Codes 37/38-41-36/37/38
Molecular Structure Molecular Structure of 89-78-1 (Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-) Hazard Symbols HarmfulXn, IrritantXi

Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1a,2b,5a)-;Menthol, cis-1,3,trans-1,4- (8CI);Menthol, dl- (6CI);(1R,2S,5R)-rel-5-Methyl-2-(1-methylethyl)cyclohexanol;(?à)-Menthol;DL-Menthol;Fisherman's Friend Lozenges;Hexahydrothymol;Menthacamphor;Menthol;Menthomenthol;NSC 2603;Peppermint camphor;Racementhol;Therapeutic MineralIce;Thymomenthol;


DL-Menthol History

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.

DL-Menthol Consensus Reports

Reported in EPA TSCA Inventory.

DL-Menthol Specification

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. 
2. InChI:InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 37mg/kg (37mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
cat LDLo oral 1500mg/kg (1500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
mouse LDLo intraperitoneal 1800mg/kg (1800mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 63, Pg. 43, 1939.
rat LD50 intramuscular 10gm/kg (10000mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 222, Pg. 244, 1954.
rat LD50 oral 3180mg/kg (3180mg/kg) BEHAVIORAL: ATAXIA Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LDLo intraperitoneal 1500mg/kg (1500mg/kg) BEHAVIORAL: SLEEP


Annales Pharmaceutiques Francaises. Vol. 10, Pg. 481, 1952.

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