DL-Menthol - CAS 89-78-1

Catalog:	BB039593
Product Name:	DL-Menthol
CAS:	89-78-1
Synonyms:	Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-; Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5α)-; Menthol, cis-1,3,trans-1,4-; Menthol, dl-; (1R,2S,5R)-rel-5-Methyl-2-(1-methylethyl)cyclohexanol; (±)-Menthol; dl-Menthol; Fisherman's Friend Lozenges; FT 11; Hexahydrothymol; Meggezone; Menthacamphor; Menthol; Menthomenthol; NSC 2603; Peppermint camphor; rac-Menthol; Racementhol; Racemic menthol; Therapeutic Mineral Ice; Thymomenthol
Application:	Antipruritics

Technical Data

Related CAS:	15356-70-4 2216-51-5 (L-isomer) 15356-60-2 (D-isomer) 1490-04-6 (Menthol)
IUPAC Name:	rel-(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexanol
Description:	Levomenthol is a naturally occurring form of menthol obtained from mint oils or peppermint. It can be used as an additive in pharmaceuticals and foods.
Molecular Weight:	156.27
Molecular Formula:	C10H20O
Canonical SMILES:	OC1CC(C)CCC1C(C)C
InChI:	InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/s2
InChI Key:	NOOLISFMXDJSKH-WYVCTLLJNA-N
Boiling Point:	212°C
Melting Point:	41-43°C
Flash Point:	92°C
Purity:	≥95%
Density:	0.89 g/mL at 25 °C
Solubility:	Slightly soluble in Chloroform, DMSO, Methanol
Appearance:	Colorless to white crystalline solid
Storage:	Store at 2-8°C
Decomposition:	When heated to decomposition it emits acrid smoke and irritating fumes
LogP:	2.43950
Refractive Index:	1.4615
Stability:	Stable under recommended storage conditions
Vapor Pressure:	0.06 [mmHg]

GHS Hazard Statement:	H315 (99.82%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P264, P280, P302+P352, P321, P332+P313, and P362
Signal Word:	Warning

Publication Number	Title	Priority Date
US-10912753-B1	Topical skin care composition	20201020
US-2021007978-A1	Fixed Dose Oral Testosterone Undecanoate Compositions and Use Thereof	20200925
US-11033516-B1	Combination therapies with disulfiram	20200918
US-11020349-B1	Transmucosal dosage forms of remdesivir	20200714
US-2020376305-A1	Personal protective equipment system for safe air, train or bus travel protecting against infectious agents including novel coronavirus - covid-19	20200610

PMID	Publication Date	Title	Journal
32950532	20201115	Menthol in electronic cigarettes: A contributor to respiratory disease?	Toxicology and applied pharmacology
32783911	20201015	Pod-based menthol and tobacco flavored e-cigarettes cause mitochondrial dysfunction in lung epithelial cells	Toxicology letters
32371257	20200701	The impact of menthol essential oil against inflammation, immunosuppression, and histopathological alterations induced by chlorpyrifos in Nile tilapia	Fish & shellfish immunology
31702924	20200109	Discovery of Nonpungent Transient Receptor Potential Vanilloid 1 (TRPV1) Agonist as Strong Topical Analgesic	Journal of medicinal chemistry
30496739	20190201	Oleanolic acid promotes orofacial antinociception in adult zebrafish (Danio rerio) through TRPV1 receptors	Chemico-biological interactions

Complexity:	120
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	156.151415257
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	1
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	156.151415257
Rotatable Bond Count:	1
Topological Polar Surface Area:	20.2 Å²
Undefined Atom Stereocenter Count:	3
Undefined Bond Stereocenter Count:	0
XLogP3:	3