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Sigma-Aldrich

Menthyl acetate

97%

Synonym(s):

(±)-Menthol acetate, (±)-Menthyl acetate, dl-Menthyl acetate

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About This Item

Empirical Formula (Hill Notation):
C12H22O2
CAS Number:
89-48-5
Molecular Weight:
198.30
EC Number:
201-911-8
MDL number:
MFCD00062975
UNSPSC Code:
12352100
PubChem Substance ID:
24866452
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.447 (lit.)

bp

228-229 °C (lit.)

density

0.922 g/mL at 25 °C (lit.)

SMILES string

CC(C)C1CCC(C)CC1OC(C)=O

InChI

1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3

InChI key

XHXUANMFYXWVNG-UHFFFAOYSA-N

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General description

Menthyl acetate (MA), a monoterpene is one of the main constituent of the peppermint essential oil obtained from the leaves of Mentha piperita. It has been reported to show ambulation-promoting effect in mice. Its fumigant and repellent activity has been evaluated on first-instar nymphs of the bloodsucking bug Rhodnius prolixus. The decomposition of MA in an atmospheric flow reactor and a low-pressure flat flame has been investigated by molecular-beam mass spectrometry (MBMS).

Menthyl acetate is a monoterpene that is widely utilized as a flavoring agent in the food and beverage industry.

Application

Menthyl acetate may be used in the preparation of 3-amino-2-hydroxyalkanoates via lithium amide-supported Mannich-type reaction of its lithium enolate with PMP-arylaldimines (PMP=p-methoxyphenyl) followed by in situ oxidation with oxaziridine.

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

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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Asymmetric synthesis of 3-amino-2-hydroxyalkanoates by Mannich reaction of menthyl acetate with imines and subsequent oxidation.
Hata S and Tomioka K.
Tetrahedron, 63(35), 8514-8520 (2007)
T Umezu et al.
Pharmacology, biochemistry, and behavior, 69(3-4), 383-390 (2001-08-18)
Various plant-derived essential oils (EOs) have traditionally been used in the treatment of mental disorders, despite a lack of scientific evidence. In a previous study, we demonstrated that certain EOs possess behavioral effects, a finding that supports our original hypotheses
A review on peppermint oil.
Alankar, S.
Asian Journal of Pharmaceutical and Clinical Research, 2(2), 27-33 (2009)
V Sfara et al.
Journal of medical entomology, 46(3), 511-515 (2009-06-06)
The aim of this study was to evaluate the fumigant and repellent activity of five essential oils (from eucalyptus, geranium, lavender, mint, and orange oil) and seven monoterpenes (eucalyptol, geraniol, limonene, linalool, menthone, linalyl acetate, and menthyl acetate) on first-instar
Kinetic studies of methyl acetate pyrolysis and oxidation in a flow reactor and a low-pressure flat flame using molecular-beam mass spectrometry.
Yang X, et al.
Proceedings of the Combustion Institute, 35(1), 491-498 (2015)
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