Basic information
- CAS
15356-60-2- Standard SMILES
CC(C)[C@H]1CC[C@H](C)C[C@@H]1O- InChIKey
NOOLISFMXDJSKH-AEJSXWLSSA-N- Molecular formula
- C10H20O
- Average molar mass
- 156.26 g/mol
- Monoisotopic mass
- 156.15141526
Overview
D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992)
Names & identifiers
- Preferred name
- (+)-Menthol
- IUPAC
- (1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-ol
- English name
- (+)-MENTHOL
- Molecular formula
- C10H20O
- Molecular weight
- 156.27
Names & synonyms
(+)-Menthol15356-60-2d-Menthol(1S,2R,5S)-(+)-Menthol(1S,2R,5S)-Menthol(1S,2R,5S)-2-Isopropyl-5-methylcyclohexanolCyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-Menthol, (+)-DTXSID8029733C6B1OE8P3WMenthol, (1S,3S,4R)-(+)-(+)-(1S,2R,5S)-menthol
Show more names
C00553(1S,2R,5S)-dextro-mentholD-P-MENTHAN-3-OL(1S)-(+)-menthol(+)-p-Menthan-3-ol(+)-Menthol solution
(+)-(1S,3S,4R)-mentholEINECS 239-387-8MENTHOL, D-DTXCID409733CHEBI:76306EC 239-387-8Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S-(1alpha,2beta,5alpha))-Cryomax Cooling
Database identifiers
- CAS
15356-60-2、15356-70-4、89-78-1- PubChem CID
- 165675
- DTXSID
DTXSID8029733- ChEMBL
CHEMBL2106989、CHEMBL41763
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 120
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Plant Oils and Extracts
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsCosmetics ingredient -> Buffering/pH Adjusting; Conditioning/Emollient; Flavor; Fragrance; Other (Specify)
SpringerMaterials PropertiesOptical coefficient
FragrancesFragrance Ingredient (d-Menthol) -> IFRA transparency List
Density
0.904 at 59 °F (NTP, 1992) - Less dense than water; will float
0.901 (20 °C); 0.891 (30 °C)
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
very soluble in alcohol and volatile oils; slightly soluble in water
(in ethanol)
Flash Point196 °F (NTP, 1992)
Boiling Point
421 °F at 760 mmHg (NTP, 1992)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1451) of reports.
Warning
H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 1451 reports by companies from 5 notifications to the ECHA C&L Inventory.
Danger
Hazard information
Regulatory Information
Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-
Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.alpha.)]-
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 13-10-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/12128
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety Information
IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: Human health tier I assessment
IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.alpha.)]-: Human health tier I assessment
Fire HazardsThis chemical is combustible. (NTP, 1992)
Chemistry & industry
Uses & manufacturing
UsesPure form used only for scientific purposes; [OECD SIDS: IUCLID Data Set]
U.S. Production
2023: 1,000,000 - <5,000,000 lb
2023: 1,000,000 - <8,500,000 lb
Consumer UsesFragrance
Industry Uses
Odor agents
Odor agents
Household Products
Cosmetics product ingredient: Menthol (dl-menthol; l-menthol; d-menthol)
Information on 35 consumer products that contain Menthol (Racementhol) in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: ACTIVE
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-: ACTIVE
Applications
Description(+)-Menthol is a monoterpene alcohol that has been found in Cannabis and has antifungal activity. It inhibits the growth of F. verticillioides (MIC = 1.5 mM). Unlike (–)-menthol, (+)-menthol does not exhibit analgesia, antibacterial, anticancer, or cholinesterase inhibitory activities.
Uses(+)-MENTHOL is used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
Related reactions
6 records
Compound notes
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