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422770

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

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.)

functional group

ester

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000351889
0000312794
0000351889
SHBR3783
SHBQ5904

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Faqir Muhammad et al.
Cutaneous and ocular toxicology, 36(3), 237-252 (2016-11-09)
A large number of cosmetics and topical pharmaceuticals contain compounds of natural origin. There is a rising concern if these compounds can interact with the activity of other topically applied components in these formulations. The current study demonstrates modulation of
Marina D Soković et al.
Molecules (Basel, Switzerland), 14(1), 238-249 (2009-01-13)
The potential antifungal effects of Thymus vulgaris L., Thymus tosevii L., Mentha spicata L., and Mentha piperita L. (Labiatae) essential oils and their components against 17 micromycetal food poisoning, plant, animal and human pathogens are presented. The essential oils were
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Grulova, Daniela et al.
Journal of the Science of Food and Agriculture, 621-627 (2015)
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)
A review on peppermint oil.
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