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(±)-menthol

General Material Information

Preferred name	(±)-menthol
Trivial Name	Menthol
Short Description	DL-menthol
Formula	C10 H20 O
CAS Number	1490-04-6
FEMA Number	2665
ECHA Number	216-074-4
FDA UNII	L7T10EIP3A
Nikkaji Number	J2.129F
Beilstein Number	3194263
MDL	MFCD00001484
COE Number	63
xLogP3-AA	3.00 (est)
Bio Activity Summary	External link
NMR Predictor	External link
FDA Patent	No longer provide for the use of these seven synthetic flavoring substances
Synonyms	dermoplast hexahydrothymol 3-p- menthanol 3-para- menthanol dextro,laevo- menthol DL- menthol menthol racemic 5-methyl-2-(1-methyl ethyl) cyclohexanol 5-methyl-2-(1-methylethyl)cyclohexanol 5-methyl-2-isopropyl cyclohexanol 5-methyl-2-propan-2-ylcyclohexan-1-ol 2-iso propyl-5-methyl cyclohexanol sarna 5-methyl-2-propan-2-ylcyclohexan-1-ol Cyclohexanol, 5-methyl-2-(1-methylethyl)- Menthol 5-Methyl-2-(1-methylethyl)cyclohexanol p-Menthan-3-ol 2-Isopropyl-5-methylcyclohexanol 3-Hydroxy-p-menthane 1-Methyl-4-isopropyl-3-cyclohexanol Menthyl alcohol 2-Isopropyl-5-methylcyclohexan-1-ol 5-Methyl-2-isopropylcyclohexanol 2-(2-Propyl)-5-methyl-1-cyclohexanol MeSH ID: D008610

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Literature & References

Leffingwell:	Chirality or Article
	5-methyl-2-propan-2-ylcyclohexan-1-ol
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	1490-04-6
Pubchem (cid):	1254
Pubchem (sid):	134981328
Pherobase:	View

Publications by Info
menthol
Publications by PubMed
Patterns of longitudinal transitions in menthol use among U.S. young adult smokers.
Formulation development and evaluation of metformin chewing gum with bitter taste masking.
Intramolecular hydrogen transfer reaction: menthon from isopulegol.
Formulation, preparation, and evaluation of novel orally disintegrating tablets containing taste-masked naproxen sodium granules and naratriptan hydrochloride.
The JFFMA assessment of flavoring substances structurally related to menthol and uniquely used in Japan.
Pharmaceutical and pharmacokinetic characterization of a novel sublingual buprenorphine/naloxone tablet formulation in healthy volunteers.
Characterization of aroma compounds in Chinese bayberry (Myrica rubra Sieb. et Zucc.) by gas chromatography mass spectrometry (GC-MS) and olfactometry (GC-O).
Central mechanisms of menthol-induced analgesia.
Flavored and nonflavored smokeless tobacco products: rate, pattern of use, and effects.
[Effects of menthol as an additive in tobacco products and the need for regulation].
The toxic effects of cigarette additives. Philip Morris' project mix reconsidered: an analysis of documents released through litigation.
Intake of dried bonito broth flavored with dextrin solution induced conditioned place preference in mice.
Development of quality assessment method for optically active food flavor chemicals.
Electrospun polyethylene oxide (PEO) nanofibers containing cyclodextrin inclusion complex.
The health effects of menthol cigarettes as compared to non-menthol cigarettes.
Influence of composition (CO2 and sugar) on aroma release and perception of mint-flavored carbonated beverages.
Electrospinning of functional poly(methyl methacrylate) nanofibers containing cyclodextrin-menthol inclusion complexes.
The menthol smoker: tobacco industry research on consumer sensory perception of menthol cigarettes and its role in smoking behavior.
Do increases in cigarette prices lead to increases in sales of cigarettes with high tar and nicotine yields?
Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans.
[The role of four natures of medicine in acupoint sticking therapy].
Enzymatic synthesis of l-menthyl alpha-maltoside and l-menthyl alpha-maltooligosides from l-menthyl alpha-glucoside by cyclodextrin glucanotransferase.
Chemesthesis and taste: evidence of independent processing of sensation intensity.
Characterization of measured menthol in 48 U.S. cigarette sub-brands.
Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
Extinguishing the rewarding value of smoke cues: pharmacological and behavioral treatments.
Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry.
Flavor release and perception in hard candy: influence of flavor compound-flavor solvent interactions.
Flavor release and perception in hard candy: influence of flavor compound-compound interactions.
Application, function, and effects of menthol in cigarettes: a survey of tobacco industry documents.
Crystal structure of amylose complexes with small ligands.
Flavor release measurement by atmospheric pressure chemical ionization ion trap mass spectrometry, construction of interface and mathematical modeling of release profiles.
A SPME-GC procedure for monitoring peppermint flavor in tablets.
Measurements by gas chromatography/pyrolysis/mass spectrometry: fundamental conditions in (2)H/(1)H isotope ratio analysis.
Cyclodextrin encapsulation to prevent the loss of l-menthol and its retention during drying.
Effect of sucrose on the perceived flavor intensity of chewing gum.
Glass fiber contamination of cigarette filters: an additional health risk to the smoker?
Variation in odor thresholds for l-carvone and cineole and correlations with suprathreshold intensity ratings.
Metabolic fate of [3H]-l-menthol in the rat.
The alcohol-deprivation effect in hybrid mice.
The use of flavor in cigarette substitutes.
Comparative genotoxicity testing of mainstream whole smoke from cigarettes which burn or heat tobacco.
The lingering question of menthol in cigarettes.
Natural Control of Corn Postharvest Fungi Aspergillus flavus and Penicillium sp. Using Essential Oils from Plants Grown in Argentina.
The Governor has a sweet tooth - Mouth sensing of nutrients to enhance sports performance.
Acaricidal activity of constituents derived from peppermint oil against Tyrophagus putrescentiae.
The tobacco endgame: It's all about behavior.
Comparison of Soxhlet, Accelerated Solvent and Supercritical Fluid Extraction Techniques for Volatile (GC-MS and GC/FID) and Phenolic Compounds (HPLC-ESI/MS/MS) from Lamiaceae Species.
Tobacco Products Sold by Internet Vendors Following Restrictions on Flavors and "Light" Descriptors.
Mentha piperita essential oil induces apoptosis in yeast associated with both cytosolic and mitochondrial ROS-mediated damage.
Switching between menthol and nonmenthol cigarettes: findings from the u.s. Cohort of the international tobacco control four country survey.
Seasonal variability of the main components in essential oil of Mentha × piperita L.
Public opinion about FDA regulation of menthol and nicotine.
A rationale to design longer lasting mosquito repellents.
Antifungal efficacy of thymol, carvacrol, eugenol and menthol as alternative agents to control the growth of food-relevant fungi.
Antimicrobial activity of natural Respitol-B and its main components against poultry microorganisms.
Biocontrol potential of essential oil monoterpenes against housefly, Musca domestica (Diptera: Muscidae).
Choice alters Drosophila oviposition site preference on menthol.
The JFFMA assessment of flavoring substances structurally related to menthol and uniquely used in Japan.
Smoking, menthol cigarettes and all-cause, cancer and cardiovascular mortality: evidence from the National Health and Nutrition Examination Survey (NHANES) and a meta-analysis.
Isoxazole derivatives as potent transient receptor potential melastatin type 8 (TRPM8) agonists.
How do international trade obligations affect policy options for obesity prevention? Lessons from recent developments in trade and tobacco control.
Nutritional and sensory quality during refrigerated storage of fresh-cut mints (Mentha×piperita and M. spicata).
Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita.
Differential trends in cigarette smoking in the USA: is menthol slowing progress?
FDA might consider restrictions on menthol cigarettes.
A novel animal model of dysphagia following stroke.
Thermal taste and anti-aspiration drugs: a novel drug discovery against pneumonia.
The role of trigeminal nasal TRPM8-expressing afferent neurons in the antitussive effects of menthol.
Effect of gibberellic acid and calliterpenone on plant growth attributes, trichomes, essential oil biosynthesis and pathway gene expression in differential manner in Mentha arvensis L.
[GC-MS study on fingerprint of volatile oil from Kadsura heteroclita].
The effect of menthol on cigarette smoking behaviors, biomarkers and subjective responses.
Comparison of Temperature and Additives Affecting the Stability of the Probiotic Weissella cibaria.
Chemical Composition, Antifungal and Antibiofilm Activities of the Essential Oil of Mentha piperita L.
Race moderates the effect of menthol cigarette use on short-term smoking abstinence.
The greater effectiveness of Glomus mosseae and Glomus intraradices in improving productivity, oil content and tolerance of salt-stressed menthol mint (Mentha arvensis).
Retention of aroma compounds from Mentha piperita essential oil by cyclodextrins and crosslinked cyclodextrin polymers.
Menthol toxicity: an unusual cause of coma.
Anti-yeast activity of mentha oil and vapours through in vitro and in vivo (real fruit juices) assays.
[Therapeutic approach targeting TRP channels and development of anti-aspiration drugs].
The distribution of transient receptor potential melastatin-8 in the rat soft palate, epiglottis, and pharynx.
Cessation outcomes among treatment-seeking menthol and nonmenthol smokers.
NNAL exposure by race and menthol cigarette use among U.S. smokers.
What happens if people start drinking mouthwash as surrogate alcohol? A quantitative risk assessment.
Response to "menthol cigarettes and lung cancer mortality".
Characterization of aroma compounds in Chinese bayberry (Myrica rubra Sieb. et Zucc.) by gas chromatography mass spectrometry (GC-MS) and olfactometry (GC-O).
A ban on menthol cigarettes: impact on public opinion and smokers' intention to quit.
Irradiation depolymerized guar gum as partial replacement of gum Arabic for microencapsulation of mint oil.
Inhibition of morphine glucuronidation in the liver microsomes of rats and humans by monoterpenoid alcohols.
Menthol use among smokers with psychological distress: findings from the 2008 and 2009 National Survey on Drug Use and Health.
Antioxidant and antibacterial effects of Lavandula and Mentha essential oils in minced beef inoculated with E. coli O157:H7 and S. aureus during storage at abuse refrigeration temperature.
The relationship of neighborhood demographic characteristics to point-of-sale tobacco advertising and marketing.
Flavored and nonflavored smokeless tobacco products: rate, pattern of use, and effects.
Identification of aroma-active compounds in Jiashi muskmelon juice by GC-O-MS and OAV calculation.
What would menthol smokers do if menthol in cigarettes were banned? Behavioral intentions and simulated demand.
Menthol inhibits the proliferation and motility of prostate cancer DU145 cells.
Mentholated cigarettes and smoking-related cancers revisited: an ecologic examination.
Comparative GC/MS analysis of essential oils extracted by 3 methods from the bud of Citrus aurantium L. var. amara Engl.
Intake of dried bonito broth flavored with dextrin solution induced conditioned place preference in mice.
Stimulating oral and nasal chemoreceptors for preventing aspiration pneumonia in the elderly.
Research opportunities concerning youth and the Family Smoking Prevention and Tobacco Control Act.
Smoking-cessation prevalence among U.S. smokers of menthol versus non-menthol cigarettes.
Therapeutic options for acute cough due to upper respiratory infections in children.
Development of quality assessment method for optically active food flavor chemicals.
The health effects of menthol cigarettes as compared to non-menthol cigarettes.
Menthol cigarettes and smoking cessation behavior.
Menthol cigarette smoking and nicotine dependence.
Menthol and initiation of cigarette smoking.
Sensory properties of menthol and smoking topography.
Marketing of menthol cigarettes and consumer perceptions.
US attitudes about banning menthol in cigarettes: results from a nationally representative survey.
The threat of menthol cigarettes to U.S. public health.
A lost opportunity for public health--the FDA advisory committee report on menthol.
Menthol sensory qualities and smoking topography: a review of tobacco industry documents.
Menthol cigarettes and smoking initiation: a tobacco industry perspective.
FDA finding may curb mentholated cigarette availability.
Lung cancer risk among smokers of menthol cigarettes.
Comparison of serum cotinine concentration within and across smokers of menthol and nonmenthol cigarette brands among non-Hispanic black and non-Hispanic white U.S. adult smokers, 2001-2006.
Toxicity of Schizonpeta multifida essential oil and its constituent compounds towards two grain storage insects.
Tobacco firms move to stop FDA banning menthol cigarettes.
Sensory stimulation to improve swallowing reflex and prevent aspiration pneumonia in elderly dysphagic people.
Menthol cigarettes: moving toward a broader definition of harm.
Hemisynthesis of dihydroumbellulols from umbellulone: new cooling compounds.
Oral epithelial cells are activated via TRP channels.
Menthol and non-menthol smoking: the impact of prices and smoke-free air laws.
Composition and antimicrobial activities of Lippia multiflora Moldenke, Mentha x piperita L. and Ocimum basilicum L. essential oils and their major monoterpene alcohols alone and in combination.
Yield, content, and composition of peppermint and spearmints as a function of harvesting time and drying.
TRPM8 mediates cold and menthol allergies associated with mast cell activation.
Seasonal variation in content, chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species.
Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi).
Ultraviolet-B and photosynthetically active radiation interactively affect yield and pattern of monoterpenes in leaves of peppermint (Mentha x piperita L.).
Efficacy and safety profile of a topical methyl salicylate and menthol patch in adult patients with mild to moderate muscle strain: a randomized, double-blind, parallel-group, placebo-controlled, multicenter study.
Menthol and non-menthol cigarette use among Black smokers in Southern California.
A review and assessment of menthol employed as a cigarette flavoring ingredient.
Evaluation of certain food additives.
Levels of mint and wintergreen flavorants: smokeless tobacco products vs. confectionery products.
Probable warfarin interaction with menthol cough drops.
FDA exercises new authority to regulate tobacco products, but some limits remain.
The effects of swilling an L(-)-menthol solution during exercise in the heat.
Influence of composition (CO2 and sugar) on aroma release and perception of mint-flavored carbonated beverages.
Intragastric administration of TRPV1, TRPV3, TRPM8, and TRPA1 agonists modulates autonomic thermoregulation in different manners in mice.
Surfactants, aromatic and isoprenoid compounds, and fatty acid biosynthesis inhibitors suppress Staphylococcus aureus production of toxic shock syndrome toxin 1.
Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
Repellency of an over-the-counter essential oil product in China against workers of red imported fire ants.
Antioxidant property of volatile oils determined by the ferric reducing ability.
Fragrance material review on l-menthol.
Fragrance material review on 4-carvomenthenol.
Fragrance material review on d-menthol.
Fragrance material review on d,l-menthol.
Fragrance material review on menthol racemic.
Fragrance material review on menthol.
Fragrance material review on geranodyle.
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.
Differential transfer of dietary flavour compounds into human breast milk.
Oral lichenoid lesions and allergy to dental materials.
pH memory of immobilized lipase for (+/-)-menthol resolution in ionic liquid.
Isolation and characterization of Escherichia coli mutants exhibiting altered response to thymol.
Screening of antibacterial activities of twenty-one oxygenated monoterpenes.
Modulation of oral heat and cold pain by irritant chemicals.
Enhancing antioxidant, antiproliferation, and free radical scavenging activities in strawberries with essential oils.
The effects of foods, beverages, and other factors on cigarette palatability.
Dandruff, seborrheic dermatitis, and psoriasis drug products containing coal tar and menthol for over-the-counter human use; amendment to the monograph. Final rule.
Assessment of sensitization potential of monoterpenes using the rat popliteal lymph node assay.
Rhinitis because of toothpaste and other menthol-containing products.
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection.
TRPM8-independent menthol-induced Ca2+ release from endoplasmic reticulum and Golgi.
Possible effects on smokers of cigarette mentholation: a review of the evidence relating to key research questions.
Use of Rhodotorula minuta live cells hosted in water-in-oil macroemulsion for biotrasformation reaction.
Volatile monoterpenes in black currant (Ribes nigrum L.) juice: effects of heating and enzymatic treatment by beta-glucosidase.
Evaluation of residues of essential oil components in honey after different anti-varroa treatments.
Alpha-anomer-selective glucosylation of menthol with high yield through a crystal accumulation reaction using lyophilized cells of Xanthomonas campestris WU-9701.
Effects of antimicrobial components of essential oils on growth of Bacillus cereus INRA L2104 in and the sensory qualities of carrot broth.
Improvement of table grapes quality and safety by the combination of modified atmosphere packaging (MAP) and eugenol, menthol, or thymol.
Effect of harvest time and drying method on biomass production, essential oil yield, and quality of peppermint (Mentha x piperita L.).
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
Biofilm in water pipelines; a potential source for off-flavours in the drinking water.
Flavor release and perception in hard candy: influence of flavor compound-compound interactions.
In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone.
Antifungal activity of peppermint and sweet basil essential oils and their major aroma constituents on some plant pathogenic fungi from the vapor phase.
In vitro antagonistic activity of monoterpenes and their mixtures against 'toe nail fungus' pathogens.
Common herbs, essential oils, and monoterpenes potently modulate bone metabolism.
Lytic activity of l-menthol derivatives against the snow blight disease fungus, Micronectriella nivalis.
Simulated microgravity [bed rest] has little influence on taste, odor or trigeminal sensitivity.
Enzymatic synthesis of aroma compound xylosides using transfer reaction by Trichoderma longibrachiatum xylanase.
Characterization of essential oils from lamiaceae species by fourier transform Raman spectroscopy.
Phytochemical induction by herbivores could affect quality of essential oils from aromatic plants.
Antimicrobial screening of Mentha piperita essential oils.
The phenolic hydroxyl group of carvacrol is essential for action against the food-borne pathogen Bacillus cereus.
Essential oil composition of sachalinmint from Norway detected by solid-phase microextraction and gas chromatography-mass spectrometry analysis.
Factors affecting the resolution of dl-menthol by immobilized lipase-catalyzed esterification in organic solvent.
Systematic studies on structure and physiological activity of cyclic alpha-keto enamines, a novel class of "cooling" compounds.
Fullerene modified supported lipid membrane as sensitive element of sensor for odorants.
Efficacy of essential oils of Caesulia axillaris and Mentha arvensis against some storage pests causing biodeterioration of food commodities.
1,8-cineol, a food flavoring agent, prevents ethanol-induced gastric injury in rats.
Genetic and biochemical characterization of a novel monoterpene epsilon-lactone hydrolase from Rhodococcus erythropolis DCL14.
Floral Origin Markers of Chestnut and Lime Tree Honeys.
Xanthobacter sp. C20 contains a novel bioconversion pathway for limonene.
Suppression of the furylfuramide-induced SOS response by monoterpenoids with a p-menthane skeleton using the Salmonella typhimurium TA1535/pSK1002 Umu test.
Cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use; amendment of final monograph for OTC antitussive drug products. Food and Drug Administration, HHS. Final rule.
Evaluation of certain food additives. Fifty-first report of the Joint FAO/WHO Expert Committee on Food Additives.
Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways.
Biotransformation of (+)- and (-)-menthol by the larvae of common cutworm (Spodoptera litura).
Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis.
Biogenetic studies in Mentha x piperita. 2. Stereoselectivity in the bioconversion of pulegone into menthone and isomenthone.
Effect of sucrose on the perceived flavor intensity of chewing gum.
Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies.
Enantiomeric purity and odor characteristics of 2- and 3-acetoxy-1, 8-cineoles in the rhizomes of Alpinia galanga willd.
Disposition kinetics and effects of menthol.
The generalizability of capsaicin sensitization and desensitization.
Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene.
Mutagenicity testing (+/-)-camphor, 1,8-cineole, citral, citronellal, (-)-menthol and terpineol with the Salmonella/microsome assay.
Lack of histological cerebellar changes in Wistar rats given pulegone for 28 days. Comparison of immersion and perfusion tissue fixation.
13-week inhalation toxicity study of menthol cigarette smoke.
Estimation of menthol in Pan Masala samples by a spectrophotometric method.
Validation of the assay method for camphor and menthol in a herbal drug preparation.
Gas chromatographic-mass spectrometric method to characterise the transfer of dietary odorous compounds into plasma and milk.
Sensitization and desensitization to capsaicin and menthol in the oral cavity: interactions and individual differences.
Contact sensitivity to food additives can cause oral and perioral symptoms.
Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols.
Variation in odor thresholds for l-carvone and cineole and correlations with suprathreshold intensity ratings.
Prevalence of food allergy and intolerance in the adult Dutch population.
Determination of menthol in honey by gas chromatography.
Antibacterial activity of essential oil components.
Halothane and eucalyptol as alternatives to chloroform for softening gutta-percha.
Effects of drug metabolism modifiers on pulegone-induced hepatotoxicity in mice.
Capsaicin and its effects on olfaction and trigeminal chemoreception.
Chewing-gum preservative induced toxidermic vasculitis.
Preparative resolution of D,L-threonine catalyzed by immobilized phosphatase.
Effect of a proprietary rubefacient "Tiger Balm" on rabbit skin.
Monographs on fragrance raw materials.
[Psychotropic action of some aromatic substances used in food].
Palindromic rheumatism: a request.

Other Information

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
CHEMBL:	View
KEGG (GenomeNet):	D04849
HMDB (The Human Metabolome Database):	HMDB35765
FooDB:	FDB015462
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View
Formulations/Preparations: •some synthetic menthols are not chemical individuals but...mixtures of various isomers...these are designated...l-menthol, dl-menthol, l-isomenthol, d-isomenthol, dl-isomenthol, l-neomenthol, d-neomenthol, l-neoisomenthol, d-neoisomenthol and dl-neoisomenthol. •when mixed with about equal wt of camphor, chloral hydrate, phenol, or thymol, menthol forms "eutectic" mixt liquifying @ room temp. •menthol, usp drug marketed under generic name. •grades: technical; usp; fcc •synthetic menthol is available as the optically active levo-menthol with a purity of 99.9%. synthetic menthol is also commercially available as the racemic mixture •present in cigarettes and pipe tobacco (0.1-0.45%) shaving creams, pre- and aftershave lotions (0.2-0.3%); toothpastes (0.5%); mouthwashes (1-2%); chewing gums (0.5%); cough drops (0.1%); refreshing towels (1%); rubbing alcohol (1-1.2%); and shampoos (2-0.5%) •mentholatum deep heating rub contains 5.9% menthol; mentholatum ointment, 1.35%; mentholatum deep heating lotion, 6%

Suppliers

Berjé	BOC Sciences
Mane	Parchem
Sigma-Aldrich

PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	156.26860046387
Boiling Point	214 to 216°C @ 760 mm Hg
Vapor Pressure	0.032 mmHg @ 25 °C
Flash Point TCC Value	93.33 °C TCC
logP (o/w)	3.216 est
Solubility
alcohol	Yes
water, 434.5 mg/L @ 25 °C (est)	Yes
water, 420 mg/L @ 25 °C (exp)	Yes

Organoleptic Properties

Odor Type: Mentholic
cooling, mentholic, minty
General comment	At 10.00 % in dipropylene glycol. cooling mentholic minty
Flavor Type: Mentholic
cooling, mentholic, minty
General comment	Cooling mentholic minty

Occurrences

Potential Uses

Applications	flavor and fragrance agents
Odor purposes	Cornmint , Herbal , Mint , Peppermint , Spearmint , Wintergreen
Flavoring purposes	Cornmint
Cosmetic purposes	Denaturants , Fragrance , Refreshing agents , Soothing agents

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 37/38 - Irritating to respiratory system and skin. R 41 - Risk of serious damage to eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing.

Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
maximum skin levels for fine fragrances:
	0.0400 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey).(IFRA, 2004)
Recommendation for (±)-menthol usage levels up to:
	8.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
	0.2900 %
Dermal Systemic Exposure in Cosmetic Products:
	0.0074 mg/kg/day (IFRA, 2004)

Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
		average usual ppm	average maximum ppm
baked goods:		-	130.00000
beverages(nonalcoholic):		-	35.00000
beverages(alcoholic):		-	-
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		-	1100.00000
condiments / relishes:		-	-
confectionery froastings:		-	-
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		-	68.00000
fruit ices:		-	68.00000
gelatins / puddings:		-	-
granulated sugar:		-	-
gravies:		-	-
hard candy:		-	400.00000
imitation dairy:		-	-
instant coffee / tea:		-	-
jams / jellies:		-	-
meat products:		-	-
milk products:		-	-
nut products:		-	-
other grains:		-	-
poultry:		-	-
processed fruits:		-	-
processed vegetables:		-	-
reconstituted vegetables:		-	-
seasonings / flavors:		-	-
snack foods:		-	-
soft candy:		-	-
soups:		-	-
sugar substitutes:		-	-
sweet sauces:		-	-

Safety references

EPI System: View

ClinicalTrials.gov:search

Daily Med:search

Chemical Carcinogenesis Research Information System:Search

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):1490-04-6

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :1254

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:1

5-methyl-2-propan-2-ylcyclohexan-1-ol

Chemidplus:0001490046

RTECS:OT0525000 for cas# 1490-04-6