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Merck
CN

W266590

L-Menthol

≥99%, FCC, FG

Synonym(s):

(1R,2S,5R)-(−)-Menthol, (−)-Menthol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol

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About This Item

Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
FEMA Number:
2665
Council of Europe no.:
65c
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
02.015
EC Number:
218-690-9
NACRES:
NA.21
MDL number:
Beilstein/REAXYS Number:
1902293
Organoleptic:
cooling; minty; camphoraceous
Grade:
FG, Kosher
Biological source:
synthetic
Food allergen:
no known allergens
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biological source

synthetic

Quality Level

grade

FG, Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002, FCC, FDA 21 CFR 117, FDA 21 CFR 172.515

vapor pressure

0.8 mmHg ( 20 °C)

assay

≥99%

optical activity

[α]22/D −49°, c = 10 in 95% ethanol

bp

212 °C (lit.)

mp

41-45 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

cooling; minty; camphoraceous

SMILES string

CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O

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

General description

L-Menthol is the principal component of peppermint oil. It is widely used in confectionaries cosmetics and toothpaste for its characteristic peppermint flavor and cooling effect.
Natural occurrence: Mentha species.

Application


  • Chemical Characterization of Terpene-Based Hydrophobic Eutectic Solvents and Their Application for Pb(II) Complexation during Solvent Extraction Procedure.: Explores the use of l-menthol-based hydrophobic eutectic solvents for efficient heavy metal extraction, highlighting its potential in environmental clean-up and recovery of valuable metals from waste streams (Suljkanović et al., 2024).

  • Eco-Friendly Production of Boron Nitride Nanosheets via Deep Eutectic Solvents and Their Application in Enhancing Thermal Conductivity of PVDF Composites.: Investigates l-menthol′s role in synthesizing boron nitride nanosheets using green chemistry approaches, enhancing the material properties of composites used in electronics and engineering applications (Sang et al., 2024).

  • Supramolecular Structure of the β-Cyclodextrin Metal-Organic Framework Optimizes Iodine Stability and Its Co-delivery with l-Menthol for Antibacterial Applications.: Demonstrates the novel use of l-menthol in conjunction with metal-organic frameworks for developing advanced antibacterial delivery systems, offering enhanced stability and efficacy in medical and health care products (Zhao et al., 2024).

  • Acid-based deep eutectic solvents followed by GFAAS for the speciation of As(III), As(V), total inorganic arsenic and total arsenic in rice samples.: Utilizes l-menthol in innovative solvent systems for arsenic speciation, contributing to safer food production and effective monitoring of contaminants in agricultural products (Fattahi et al., 2024).

Biochem/physiol Actions

Taste at 25 ppm

Other Notes

The substance W266590 has no REACH registration because the only supported use is the use in medicinal products for human or veterinary use or in food or feedingstuffs according to article 2 of the REACH Regulation (EC) No 1907/2006.


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Related Content


Optimized synthesis of lipase-catalyzed l-menthyl butyrate by Candia rugosa lipase.
Shih L, et al.
Food Chemistry, 100(3), 1223-1228 (2007)
Thomas Voets et al.
Nature chemical biology, 3(3), 174-182 (2007-02-13)
TRPM8, a member of the transient receptor potential (TRP) channel superfamily, is expressed in thermosensitive neurons, in which it functions as a cold and menthol sensor. TRPM8 and most other temperature-sensitive TRP channels (thermoTRPs) are voltage gated; temperature and ligands
Anne-Mette Haahr et al.
Physiology & behavior, 82(2-3), 531-540 (2004-07-28)
During chewing, the oral cavity functions like a bellow, forcing volatile flavour compounds into the exhaling air to the nasal compartment. Accordingly, we hypothesised that flavour release from chewing gum is predominantly governed by chewing frequency (CF), although other oral



Global Trade Item Number

SKUGTIN
W266590-4KG-K04061834404620
W266590-1KG-K04061835565849
W266590-25KG-K04061834404613
W266590-SAMPLE-K04061837862113