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L-Menthol

Catalog Number
ACM2216515-4
CAS
2216-51-5
Structure
IUPAC Name
(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Synonyms
(1S,2R,5S)-5-Methyl-2-propan-2-yl-1-cyclohexanol
Molecular Weight
156.27
Molecular Formula
C10H20O
Canonical SMILES
CC1CCC(C(C1)O)C(C)C
InChI
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChI Key
NOOLISFMXDJSKH-KXUCPTDWSA-N
Boiling Point
212 °C (lit.)
Melting Point
41-45 °C (lit.)
Flash Point
200 °F
Purity
98%
Density
0.86 g/ml
Solubility
Very soluble in alcohol and volatile oils; slightly soluble in water
Appearance
White solid
Storage
Room temperature.
Active Content
95%
Physical State
Crystals
Typical Applications
Use as coolingagent.
Use as perfume.
Use as intermediate in organic synthesis.
Spec Sheet
Case Study

Preparation of Edible Self-healing Coatings Containing L-Menthol

Preparation of Edible Self-healing Coatings Containing L-Menthol Yang, Yifan, et al. Colloids and Surfaces A: Physicochemical and Engineering Aspects 597 (2020): 124743.

Edible self-healing coatings were developed using sodium alginate (SA) and L-menthol-β-cyclodextrin-grafted-chitosan as raw materials, to improve the post-harvest quality and extend the shelf life of fruits and vegetables.
1. Preparation of β-CD Grafted Chitosan (CD-g-CS)
First, 6 g of β-CD was dissolved in 20 mL of dimethyl sulfoxide and 20 mL of isobutyl alcohol. Subsequently, 0.42 mL of epichlorohydrin was mixed into the solution after the immediate addition of 50 mL of 1 mol/L NaOH solution, under magnetic stirring. After reacting for 8 hours at room temperature, CS was added to the solution and stirred for 9 hours. The CD-g-CS was then precipitated in anhydrous alcohol. Finally, the precipitate was diluted in DI water. The β-CD grafted chitosan was purified in a dialysis membrane (molecular weight cut-off 10,000 Da) and obtained as a dried powder by freeze-drying.
2. Preparation of Clathrate Complex Solution
CD-g-CS was dispersed in DI water (0.4% w/v) at room temperature. L-menthol dissolved in alcohol was dispersed in the CD-g-CS aqueous solution (0.5% v/v); the solution was then magnetically stirred at ambient temperature (25 °C) for 6 hours to form the inclusion complex solution. The pH of the solution was adjusted to 5.6 using acetic acid, which is important for the subsequent multilayer structure.
3. Preparation of Edible Coatings
The edible coatings were deposited on glass slides by LbL self-assembly using a spin coater. First, the glass was rinsed with DI water and dried with an N2 flow. Next, the SA solution (5 mg/mL) was spin-coated onto the glass at 2000 rpm for 30 seconds and then dried in a hot oven. The composite solution described in Section 2 was spin-coated in the same manner. The deposition was repeated until the desired coating thickness was obtained. The coatings were removed from the substrate and stored at 22 ± 3 °C and 56% ± 8% relative humidity for at least 24 hours.

Custom Q&A

What is the molecular formula of L-Menthol?

The molecular formula of L-Menthol is C10H20O.

What is the molecular weight of L-Menthol?

The molecular weight of L-Menthol is 156.26 g/mol.

What is the IUPAC Name of L-Menthol?

The IUPAC Name of L-Menthol is (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol.

What is the InChIKey of L-Menthol?

The InChIKey of L-Menthol is NOOLISFMXDJSKH-KXUCPTDWSA-N.

What is the Canonical SMILES of L-Menthol?

The Canonical SMILES of L-Menthol is CC1CCC(C(C1)O)C(C)C.

From where can L-Menthol be obtained synthetically or naturally?

L-Menthol can be obtained synthetically or naturally from peppermint or other mint oils.

What is the role of L-Menthol as per the reference?

L-Menthol has a role as an antipruritic drug, an antitussive, and an antispasmodic drug.

What is the primary stereochemistry configuration of (-)-menthol?

(-)-Menthol is assigned the (1R,2S,5R) configuration.

What are some synonyms for L-Menthol mentioned in the reference?

Some synonyms for L-Menthol are (-)-menthol, Levomenthol, and Menthomenthol.

When was the reference last modified?

The reference was last modified on December 30, 2023.

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