(+)-MENTHOL

(+)-MENTHOL Basic information
Product Name:(+)-MENTHOL
Synonyms:C00553;(+)-Menthol, (1S,2R,5S)-2-Isopropyl-5-methylcyclohexanol;(1S,3S,4R)-p-Menthane-3-ol;(1S,3S,4R)-p-Menthane-3α-ol;[1S,2R,5S,(+)]-2-Isopropyl-5-methylcyclohexan-1-ol;[1S-(1.alpha.,2.beta.,5.alpha.)]-p-Menthan-3-ol;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-;(1S,2R,5S)-
CAS:15356-60-2
MF:C10H20O
MW:156.27
EINECS:239-387-8
Product Categories:Chiral Reagents;Intermediates & Fine Chemicals;chiral;Biochemistry;for Resolution of Acids;Pharmaceuticals;Monocyclic Monoterpenes;Optical Resolution;Synthetic Organic Chemistry;Terpenes
Mol File:15356-60-2.mol
(+)-MENTHOL Structure
(+)-MENTHOL Chemical Properties
Melting point 43-44 °C (lit.)
Boiling point 103-104 °C/9 mmHg (lit.)
density 0.890
vapor pressure 0.8 mm Hg ( 20 °C)
refractive index 50 ° (C=10, EtOH)
Fp 196 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka15.30±0.60(Predicted)
form Solid
color Colourless to Off-White Oil
Odormentholic
optical activity[α]23/D +48°, c = 10 in ethanol
Water Solubility Soluble in methanol (almost transparency), chloroform, alcohols, water (456 mg/L at 25°C), and ether.
BRN 1902292
LogP3.15 at 25℃
CAS DataBase Reference15356-60-2(CAS DataBase Reference)
EPA Substance Registry SystemCyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- (15356-60-2)
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41
Safety Statements 26-39
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 2
RTECS OT0700000
TSCA Yes
HS Code 29061100
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
(+)-MENTHOL Usage And Synthesis
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.
Chemical Properties(+)-MENTHOL is white low melting solid
Uses(1S,2R,5S)-(+)-menthol can undergo acylation with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate to form the corresponding acylated products.
Uses(+)-MENTHOL is used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
DefinitionChEBI: (+)-menthol is a p-menthan-3-ol which has (1S,2R,5S)-stereochemistry. In contrast to (-)-menthol, the (+)-enantiomer occurs only rarely in nature. It is an enantiomer of a (-)-menthol.
General Description(1S,2R,5S)-(+)-menthol is a chiral secondary alcohol. Its alcohol group can be protected as 2-tetrahydrofuranyl ether by reacting with bromotrichloromethane and tetrahydrofuran.
(+)-MENTHOL Preparation Products And Raw materials
Preparation ProductsEthyl (R)-2-hydroxy-4-phenylbutyrate-->Cyclohexane, 2-(ethenyloxy)-4-methyl-1-(1-methylethyl)-, (1R,2S,4S)--->MONO-(1S)-(+)-MENTHYL PHTHALATE
GITOXIN PHORBOL 12-MYRISTATE 13-ACETATE 4-O-METHYL ETHER, 4BETA PHORBOL-12-MONOMYRISTATE PHORBOL 12-MYRISTATE 13-ACETATE DIGOXIN PHORBOL 12,13-DIACETATE UZARIN CYMARIN PHORBOL 12,13-DIBUTYRATE LANATOSIDE B PHORBOL, 20-OXO-20-DEOXY 12-MYRISTATE 13-ACETATE, 4BETA G-STROPHANTHIN GITOXIGENIN 20(22),5BETA-CARDENOLID-3BETA,14BETA,16BETA-TRIOL 3,16-DIACETATE 4ALPHA-PHORBOL DIGITOXIGENIN 4ALPHA-PHORBOL 12,13-DIDECANOATE LANATOSIDE A

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