MENTHOL

PRODUCT IDENTIFICATION

CAS NO.

89-78-1; 15356-70-4(racementhol), 2216-51-5; 98167-53-4(Levomenthol)

dl-MENTHOL

EINECS NO.

201-939-0; 239-388-3(racementhol), 218-690-9(Levomenthol)

FORMULA CH3C6H9(C3H7)OH
MOL WT. 156.27

H.S. CODE

2906.11.0000

TOXICITY

Rat LD50 (Oral): 3180mg/kg
SYNONYMS (+-)-Menthol; 5-Methyl-2-(1-methylethyl)cyclohexanol;
(1R,2S,5R)-Menthol; 2-isopropyl-5-methyl-cyclohexanol; Menthyl alcohol; (1 alpha, 2 beta, 5alpha)-5-Methyl-2-(1-methylethyl)cyclohexanol; Hexahydrothymol; Menthol; cis-1,3,trans-1,4-menthol; Menthomenthol; p-Menthan-3-ol; Peppermint Camphor; Racementhol; Racemic menthol; Hexahydrothymol; Menthol racemique; Racementholum; rac-Menthol; (1R,2S,5R)-rel- 5-Methyl-2-(1-methylethyl)cyclohexanol; dl-Menthol;

SMILES

[C@H]1([C@H](C[C@H](CC1)C)O)[C@@H](C)C

CLASSIFICATION

Natural Product.  Alcohol, Isoprenoid, Terpenoid, Insecticide, Flavors and Fragrances. Biochemical ex Plants. Antipruritic, Dermatologic

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystals (semi-solid)
MELTING POINT 39 C
BOILING POINT

212 - 215 C

SPECIFIC GRAVITY 0.89
SOLUBILITY IN WATER Insoluble - 456 mg/l at 25 C, (freely soluble in glacial acetic acid, soluble in alcohol, chloroform and ether)
pH  
HENRY'S LAW 1.52E-05 (atm-m3/mole at 25 C)
OH RATE 2.41E-11 (cm3/molecule-sec at 25 C Atmospheric)
VAPOR DENSITY

 

NFPA RATINGS  

REFRACTIVE INDEX

 

FLASH POINT

95 C

STABILITY Stable under ordinary conditions.

GENERAL DESCRIPTION & EXTERNAL LINKS

Menthol, also known as peppermint camphor, is a monoterpene (10 carbons); topical pain reliever and antipuretic(relieves itching) obtained from mint oils (mainly peppermint) or made synthetically from coal tar. It is a white crystalline compound with a characteristic pungent odor. An alcohol, menthol is freely soluble in alcohols, ether, and chloroform. It exists in levo or dextro isomer forms.  Menthol imparts a tingling sensation to the skin and used in skin fresheners like after-shave and suntan lotions. It has a local anesthetic property for short-term relief of minor sore throat and minor muscle aches. It is used in medicines and perfumes, and as a mint flavoring agent. End applications include toothpaste, cough drops, ice cream, chewing gum, shampoo, medical plaster.

Wikipedia Linking:http://en.wikipedia.org/wiki/Menthol

http://www.leffingwell.com/menthol1/menthol1.htm

Source (2007)
Metric Tons

India (natural)

9,700

China (natural)

2,120

Symrise (synthetic)

3,600

Takasago (synthetic)

1,500

Other synthetic*

1,200

Brazil (natural)**

..450

Taiwan (natural)**

..300

Japan (natural)**

..300

Total

19,170

*Other (synthetic) produced primarily from reduction of menthone ex Mentha arvensis oil primarily from India - may possibly be blended into natural menthol, in some cases.
** Primarily produced from crude menthol and/or Mentha arvensis oil from India or China

http://quimicanova.sbq.org.br
2-Isopropyl-5-methyl-cyclohexanol (menthol) is a monoterpene, that has four stereoisomers: menthol, isomenthol, neomenthol and neoisomenthol. In turn each of these stereoisomers has two optic isomers (levogirous and dextrogirous forms) yielding a total number of eight menthol isomers. These eight optically active isomers have organoleptic differences between them. (-)-Menthol is the isomer of highest commercial value due to its highly refreshing action. It is widely used in the fragrance, pharmacy and flavour industries and is the main component of the Arvensis peppermint oil. This oil is the main natural source of menthol and is recovered by steam distillation of the liquid contained in peppermint leaves. (-)-Menthol is obtained from this recovered oil using a low temperature crystallization process. This product is centrifuged to remove the non-crystallizing liquid fraction and then the solid fraction is dried at low temperatures. The whole process takes 25-30 days in a refrigerated chamber.....

Local:
GENERAL DESCRIPTION OF CAMPHOR: Camphor is a white crystalline bicyclic saturated terpene ketone with a characteristic pungent odor and taste,that is flammable and volatile; melting at 176 C, boiling at 204°C and specific gravity 0.992. It is insoluble in water but soluble in alcohol, ether, chloroform, Benzene, carbon disulphide and other solvents. Camphor was formerly obtained from the wood of the Taiwanese camphor laurel tree (cinnamomum camphora), but now is synthesized from pinene which is obtained by refining crude turpentine oil. It is used as a plasticizer in the manufacture of celluloid film and some lacquers. It is used as an insect repellent and in pyrotechnics. It provides cooling effect when applied to the skin. It is applied topically to the skin as well as in pharmaceuticals as an antipruritic and anti-infective. It is used for rubefacient preparations in medicine to relieve mild pain and itching. Other rubefacients include benzyl nicotinate, methyl and ethyl salicylate, glycol salicylate, methyl nicotinate, capsaicin and capsicum oleoresin. Camphor is also an ingredient in cough remedies, ear drops, and preparations for the removal of corns and verrucas. Camphor similar compounds include:

Anethole (Anise Camphor): a white crystals anise oil similar odur; melting point 22.5 C; slightly soluble in water; light sensitive. It is btained from anise and fennel oils and other sources, or prepared synthetically. It is used in perfumes and flavors and as a flavoring agent for drugs. It is used as a sensitizer in color-bleaching processes in color photography.

Menthol (Peppermint Camphor): ) a white crystalline compound with a characteristic pungent odor; freely soluble in alcohols, ether, and chloroform. It is obtained from mint oils (mainly peppermint) or made synthetically from coal tar.  It exists in levo or dextro isomer forms.  Menthol imparts a tingling sensation to the skin and used in skin fresheners like after-shave and suntan lotions. It has a local anesthetic property for short-term relief of minor sore throat and minor muscle aches. It is used in medicines and perfumes, and as a mint flavoring agent. End applications include toothpaste, cough drops, ice cream, chewing gum, shampoo, medical plaster.

Thymol (Thyme Camphor): a white crystals with camphor like odor, is a phenolic compound obtained naturally from thyme oil (or other volatile oils) or prepared synthetically. It is very slightly soluble in water; soluble in paraffin oil and alcohol. It is used as a stabilizer in pharmaceutical and as a topical antiseptic, antibacterial, and anti-fungal agent. It is also used as a flavoring agent for drugs (camphor, herbal, wintergreen,disinfectants, origanum )

SPECIFICATION (USP, BP, JP, FCC)
MELTING POINT 41 - 44 C
OPTICAL ROTATION

-49° ~ -50°

NON-VOLATILE MATTER

0.05% max

MENTHOL

98.0% min

TRANSPORTATION
PACKING

 

HAZARD CLASS  
UN NO.  
OTHER INFORMATION
FEMA No.: 2665
Hazard Symbols: n/a, Risk Phrases: 36/37/38, Safety Phrases: 24/25-28A-37-45

PRICE INFORMATION

 

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