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Merck

W266507

Sigma-Aldrich

DL-Menthol

≥95%, FCC, FG

Sinónimos:

Menthol, 2-Isopropyl-5-methylcyclohexanol, Hexahydrothymol

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About This Item

Fórmula empírica (notación de Hill):
C10H20O
Número de CAS:
Peso molecular:
156.27
FEMA Number:
2665
Beilstein/REAXYS Number:
3194263
EC Number:
Council of Europe no.:
63
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
2.015
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
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

≥95%

bp

216 °C (lit.)

mp

34-36 °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

woody; minty; cooling

SMILES string

CC(C)C1CCC(C)CC1O

InChI

1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3

InChI key

NOOLISFMXDJSKH-UHFFFAOYSA-N

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General description

DL-Menthol is a racemic mixture of D- and L-menthol. Its optical resolution produces L-menthol, which is widely used in confectionaries cosmetics and toothpaste for its characteristic peppermint flavor and cooling effect.

Application


  • Developing of an eco-friendly liquid-liquid microextraction method by using menthol-based hydrophobic deep eutectic solvent for determination of basic fuchsin dye: assessment of the greenness profile.: This study introduces a sustainable method using DL-menthol-based solvents for extracting and analyzing industrial dyes, providing a green alternative to traditional solvent extraction techniques (Aydin et al., 2024).

  • Potential fumigant toxicity of essential oils against Sitotroga cerealella (Olivier) (Lepidoptera: Gelechiidae) and its egg parasitoid Trichogramma evanescens (Hymenoptera: Trichogrammatidae).: This research highlights the efficacy of DL-menthol in pest management, examining its potential as a natural fumigant that could replace synthetic chemicals in agricultural practices (Elbehery et al., 2024).

  • Differential analysis of volatiles in five types of mosquito-repellent products by chemometrics combined with headspace GC-Orbitrap HRMS nontargeted detection.: Explores the application of DL-menthol in developing mosquito-repellent formulations, enhancing the understanding of volatile compounds in public health products (Zhao et al., 2024).

  • Vortex-assisted dispersive liquid-liquid microextraction based on the hydrophobic deep eutectic solvent-based ferrofluid for extraction and detection of myclobutanil.: Utilizes DL-menthol in innovative extraction methods for pesticide analysis, promoting safer and more efficient detection techniques in food safety and environmental monitoring (Fattahi et al., 2023).

Biochem/physiol Actions

Taste at 25 ppm

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

204.8 °F

flash_point_c

96 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Lucie Percevault et al.
The journal of physical chemistry. B, 124(41), 9126-9135 (2020-09-19)
We have performed small-angle neutron scattering in a momentum transfer range (0.05 < Q < 0.5 Å-1) to study long-range order and concentration fluctuations in deep eutectic solvents (DESs) and their aqueous solutions. Ethaline (choline chloride/ethylene glycol), glycerol/lactic acid, and
Andrea C Villanti et al.
American journal of preventive medicine, 44(4), 388-391 (2013-03-19)
Passage of the U.S. Family Smoking Prevention and Tobacco Control Act in 2009 led to a ban on the sale of flavored cigarettes, largely because of studies showing targeting of these products to youth and young adults. There are no
Yang Chen et al.
International journal of pharmaceutics, 443(1-2), 120-127 (2013-01-22)
To explore the structure-activity relationship for terpenes as transdermal penetration enhancers, unsaturated menthol analogues were synthesized in our study, including p-menth-1-en-3-ol (Compd 1), p-menth-4-en-3-ol (Compd 2), p-menth-4(8)-en-3-ol (Compd 3) and p-menth-8-en-3-ol (Compd 4). Their enhancing activity on the penetration of
Andrew A Strasser et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 22(3), 382-389 (2013-01-22)
As part of the Family Smoking Prevention and Tobacco Control Act, the U.S. Food and Drug Administration charged the Tobacco Products Scientific Advisory Committee with developing a report and recommendations about the effect of menthol in cigarettes on the public
Joanne D'Silva et al.
American journal of preventive medicine, 43(5 Suppl 3), S242-S248 (2012-10-25)
Menthol cigarettes account for 25% of the market in the U.S. The Food and Drug Administration currently is considering regulatory action on tobacco products, including a ban on menthol cigarettes. With 39% of menthol smokers reporting that they would quit

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