| Identification | More | [Name]
(+)-MENTHOL | [CAS]
15356-60-2 | [Synonyms]
(1S,2R,5S)-2-ISOPROPYL-5-METHYLCYCLOHEXANOL
(1S,2R,5S)-(+)-MENTHOL
D-MENTHOL
D-P-MENTHAN-3-OL
(+)-MENTHOL
MENTHOL, (+)-
(+)-P-MENTHAN-3-OL
(1S)-(+)-menthol
5-methyl-2-(1-methylethyl)-,[1S-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol
5-methyl-2-(1-methylethyl)-,[1s-(1alpha,2beta,5alpha)]-cyclohexano
(+)-MENTHOL, TERPENE STANDARD
(1S,2R,5S)-(+)-MENTHOL, 99% (96% EE/GLC)
(+)-Menthol=D-Menthol
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-
(+)-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 | [EINECS(EC#)]
239-387-8 | [Molecular Formula]
C10H20O | [MDL Number]
MFCD00062983 | [Molecular Weight]
156.27 | [MOL File]
15356-60-2.mol |
| Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
15.30±0.60(Predicted) | [color ]
Colourless to Off-White Oil | [Odor]
mentholic | [Optical Rotation]
[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 | [Dielectric constant]
3.2（Ambient） | [InChI]
1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m0/s1 | [InChIKey]
NOOLISFMXDJSKH-AEJSXWLSSA-N | [SMILES]
CC(C)[C@H]1CC[C@H](C)C[C@@H]1O | [LogP]
3.15 at 25℃ | [CAS DataBase Reference]
15356-60-2(CAS DataBase Reference) | [EPA Substance Registry System]
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- (15356-60-2) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H315-H318-H335 | [Precautionary statements ]
P261-P280-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
2
| [RTECS ]
OT0700000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29061100 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Description]
(+)-Menthol is a monoterpene alcohol that has been found in Cannabis and has antifungal activity.1,2 It inhibits the growth of F. verticillioides (MIC = 1.5 mM).2 Unlike (–)-menthol, (+)-menthol does not exhibit analgesia, antibacterial, anticancer, or cholinesterase inhibitory activities.3 | [Chemical Properties]
(+)-MENTHOL is white low melting solid
| [Uses]
(+)-MENTHOL is used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
| [Uses]
(1S,2R,5S)-(+)-menthol can undergo acylation with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate to form the corresponding acylated products. | [Definition]
ChEBI: (+)-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. | [Synthesis]
Prod.: by Meerwein-Ponndorf-Verley reduction of l-Menthone, resuhing in approximately two-thirds d-Neomenthol plus one-third i-Menthol. It can also be produced by reduction of d-Menthone. | [References]
[1] JOSé S. DAMBOLENA . Effects of menthol stereoisomers on the growth, sporulation and fumonisin B1 production of Fusarium verticillioides[J]. Food Chemistry, 2010, 123 1: Pages 165-170. DOI: 10.1016/j.foodchem.2010.04.024
[2] GUY P.P. KAMATOU . Menthol: A simple monoterpene with remarkable biological properties[J]. Phytochemistry, 2013, 96: Pages 15-25. DOI: 10.1016/j.phytochem.2013.08.005 |
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