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W266507

Sigma-Aldrich

DL-Menthol

≥95%, FCC, FG

Synonym(s):

Menthol, 2-Isopropyl-5-methylcyclohexanol, Hexahydrothymol

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About This Item

Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
FEMA Number:
2665
Beilstein:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

204.8 °F

Flash Point(C)

96 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
María Ll Valero et al.
PloS one, 7(12), e51825-e51825 (2012-12-20)
Overexpression of the cation-permeable channel TRPM8 in prostate cancers might represent a novel opportunity for their treatment. Inhibitors of TRPM8 reduce the growth of prostate cancer cells. We have used two recently described and highly specific blockers, AMTB and JNJ41876666

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