menthyl acetate
cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)-
Identification
| Name | menthyl acetate |
| IUPAC | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] acetate |
| CAS Number | 89-48-5 |
| EINECS | 201-911-8 |
| FDA UNII | LF3LEI45OH |
| Molecular Formula | C12 H22 O2 |
| Molecular Weight | 198.30574000 |
| MDL Number | MFCD00062975 |
| Nikkaji Number | J71.002D |
| CoE Number | 206 |
Regulatory
| FEMA Number | 2668 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 89-48-5 ; MENTHYL ACETATE |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.91800 to 0.92500 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.639 to 7.697 |
| Refractive Index | 1.43990 to 1.44900 @ 20.00 °C. |
| Melting Point | 23.00 to 24.00 °C. @ 760.00 mm Hg |
| Boiling Point | 228.00 to 229.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.071000 mmHg @ 25.00 °C. (est) |
| Flash Point | 198.00 °F. TCC ( 92.22 °C. ) |
| logP (o/w) | 4.182 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | fragrance |
Organoleptic Properties
| Odor Description |
at 100.00 %. Tea-like, slightly cooling, minty and fruity
|
| Taste Description | at 10.00 ppm. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for menthyl acetate usage levels up to | 4.0000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 270.00 (μg/capita/day) |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)-
p-
menth-3-yl acetate, dl-
para-
menth-3-yl acetate, dl-
p-
menthan-3-yl acetate, dl-
para-
menthan-3-yl acetate, dl-
menthol acetate
(-)-
menthol acetate
menthol, acetate, (1R,3R,4S)-(-)-
menthyl acetate natural
5-
methyl-2-(1-methyl ethyl) cyclohexanol acetate
5-
methyl-2-(1-methylethyl)cyclohexanol acetate
[(1R,2S,5R)-5-
methyl-2-propan-2-ylcyclohexyl] acetate
(1alpha, 2beta, 5alpha)-2-iso
propyl-5-methylcyclohexyl acetate
(1R,2S,5R)-2-iso
propyl-5-methylcyclohexyl acetate
(1R,2S,5R)-rel-2-iso
propyl-5-methylcyclohexyl acetate
PubMed:
Peppermint (Mentha piperita) and albendazole against anisakiasis in an animal model.
PubMed:
Seasonal variability of the main components in essential oil of MenthaâÃâpiperita L.
PubMed:
Biocontrol potential of essential oil monoterpenes against housefly, Musca domestica (Diptera: Muscidae).
PubMed:
Biochemical studies on a versatile esterase that is most catalytically active with polyaromatic esters.
PubMed:
Structure-activity relationships of monoterpenes and acetyl derivatives against Aedes aegypti (Diptera: Culicidae) larvae.
PubMed:
Chemical Composition, Antifungal and Antibiofilm Activities of the Essential Oil of Mentha piperita L.
PubMed:
Volatile oil constituents of different parts of Artemisia chamaemelifolia and the composition and antibacterial activity of the aerial parts of A. turcomanica from Iran.
PubMed:
Antioxidant and antibacterial effects of Lavandula and Mentha essential oils in minced beef inoculated with E. coli O157:H7 and S. aureus during storage at abuse refrigeration temperature.
PubMed:
Composition of seed essential oils of Rhododendron tomentosum.
PubMed:
Development of quality assessment method for optically active food flavor chemicals.
PubMed:
Peppermint oil decreases the production of virulence-associated exoproteins by Staphylococcus aureus.
PubMed:
An efficient bioprocess for enzymatic production of L-menthol with high ratio of substrate to catalyst using whole cells of recombinant E. coli.
PubMed:
Chemical composition, olfactory evaluation and antioxidant effects of essential oil from Mentha x piperita.
PubMed:
Toxicity to vapor exposure and topical application of essential oils and monoterpenes on Musca domestica (Diptera: Muscidae).
PubMed:
Fumigant insecticidal activity and repellent effect of five essential oils and seven monoterpenes on first-instar nymphs of Rhodnius prolixus.
PubMed:
Biotransformation of menthol and geraniol by hairy root cultures of Anethum graveolens: effect on growth and volatile components.
PubMed:
Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
PubMed:
Comparative analysis of some active principles of herb plants by GC/MS.
PubMed:
Enhancement in skin permeation of 5-aminolevulinic acid using l-menthol and its derivatives.
PubMed:
Insecticidal activity of menthol derivatives against mosquitoes.
PubMed:
Lithium amide assisted asymmetric Mannich-type reactions of menthyl acetate with PMP-aldimines.
PubMed:
Lytic activity of l-menthol derivatives against the snow blight disease fungus, Micronectriella nivalis.
PubMed:
Esterases from Bacillus subtilis and B. stearothermophilus share high sequence homology but differ substantially in their properties.
PubMed:
Evaluation of peppermint oil and ascorbyl palmitate as inhibitors of cytochrome P4503A4 activity in vitro and in vivo.
PubMed:
Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential.
PubMed:
Ambulation-promoting effect of peppermint oil and identification of its active constituents.
PubMed:
Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis.
PubMed:
Constituents of Essential Oils from Mentha X rotundifolia Growing Wild in Greece.
PubMed:
Chemical and Morphometrical Comparison Between two Peppermint Notomorphs.
PubMed:
Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes.
PubMed:
Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves.
PubMed:
Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves.
PubMed:
Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
PubMed:
Metabolism of Monoterpenes: Acetylation of (-)-Menthol by a Soluble Enzyme Preparation from Peppermint (Mentha piperita) Leaves.
PubMed:
Genetic basis for high limonene-cineole content of exceptional Mentha citrata hybrids.
PubMed:
The liquid-liquid counter current separation of a menthol-menthyl acetate mixture.
PubMed:
A note on the preparation of 1-menthyl acetate.