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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:
Molecular Weight:
198.30
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

hcodes

pcodes

Hazard Classifications

Aquatic Chronic 2

wgk_germany

WGK 3

flash_point_f

197.6 °F

flash_point_c

92 °C


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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Menthol 99%

Sigma-Aldrich

M2772

Menthol

(±)-Menthol racemic, ≥98.0% (GC)

Sigma-Aldrich

63670

(±)-Menthol

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)
Seasonal variability of the main components in essential oil of Mentha???piperita L.
Grulova, Daniela et al.
Journal of the Science of Food and Agriculture, 621-627 (2015)
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
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
A review on peppermint oil.
Alankar, S.
Asian Journal of Pharmaceutical and Clinical Research, 2(2), 27-33 (2009)

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