laevo-piperitone
(R)-6-(isopropyl)-3-methylcyclohex-2-en-1-one
Identification
| Name | laevo-piperitone |
| IUPAC | (6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one |
| CAS Number | 4573-50-6 |
| EINECS | 224-957-0 |
| FDA UNII | 8GZY0Q0N20 |
| Molecular Formula | C10 H16 O |
| Molecular Weight | 152.23672000 |
| MDL Number | MFCD00045532 |
| Nikkaji Number | J297.828H |
| Beilstein | 2206720 |
Regulatory
| JECFA Food Flavoring | 1856 L-piperitone |
| DG SANTE Food Flavourings | 07.255 L-piperitone |
| FEMA Number | 4200 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 4573-50-6 ; L-PIPERITONE |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 99.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.92900 to 0.93500 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.730 to 7.780 |
| Refractive Index | 1.48200 to 1.48800 @ 20.00 °C. |
| Boiling Point | 246.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.057000 mmHg @ 25.00 °C. (est) |
| Flash Point | 195.00 °F. TCC ( 90.56 °C. ) |
| logP (o/w) | 2.004 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Strength | high , |
| Substantivity | 87 hour(s) at 100.00 % |
| Odor Description | at 1.00 % in dipropylene glycol. |
| Odor sample from | Givaudan Corporation |
| Taste Description | minty cooling mentholic peppermint spicy herbal |
Safety Information
| Preferred SDS | View |
| 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 laevo-piperitone usage levels up to | 0.2000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 12.00 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 320 (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| baked goods | 1.00000 |
| beverages(nonalcoholic) | 0.20000 |
| beverages(alcoholic) | 0.20000 |
| breakfast cereal | - |
| cheese | - |
| chewing gum | 30.00000 |
| condiments / relishes | - |
| confectionery froastings | 0.50000 |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | 0.50000 |
| fruit ices | 0.20000 |
| gelatins / puddings | 0.20000 |
| granulated sugar | - |
| gravies | - |
| hard candy | 5.00000 |
| imitation dairy | - |
| instant coffee / tea | 0.20000 |
| jams / jellies | 0.20000 |
| meat products | - |
| milk products | 0.20000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | 5.00000 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 0.50000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | 0.20000 |
| Processed fruit (04.1) | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 0.50000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | - |
| Bakery wares (07.0) | 1.00000 |
| Meat and meat products, including poultry and game (08.0) | - |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 0.20000 |
| Foodstuffs intended for particular nutritional uses (13.0) | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.20000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 0.20000 |
| Ready-to-eat savouries (15.0) | 5.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 0.20000 |
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Penta International Corporation
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Vigon International
Passion for Simplicity
Manufacturer and supplier of high quality flavor and fragrance ingredients.
Potential Uses
Natural Occurrence
Synonyms
2-
cyclohexen-1-one, 3-methyl-6-(1-methylethyl)-, (6R)-
laevo-p-
menth-1-en-3-one
laevo-para-
menth-1-en-3-one
(6R)-3-
methyl-6-(1-methyl ethyl)-2-cyclohexen-1-one
(6R)-3-
methyl-6-(1-methylethyl)-2-cyclohexen-1-one
(6R)-3-
methyl-6-(propan-2-yl)cyclohex-2-en-1-one
(6R)-3-
methyl-6-isopropyl-2-cyclohexen-1-one
(6R)-3-
methyl-6-propan-2-ylcyclohex-2-en-1-one
(-)-
piperitone
L-
piperitone
piperitone ex eucalyptus
L-
piperitone natural
L-
piperitone synthetic
piperitone-L nat.
(6R)-6-iso
propyl-3-methylcyclohex-2-en-1-one
(R)-6-(iso
propyl)-3-methylcyclohex-2-en-1-one
PubMed:
Development of a Validated HPLC/Photodiode Array Method for the Determination of Isomenthone in the Aerial Parts of Ziziphora tenuior L.
PubMed:
Micromorphological traits and essential oil contents of Micromeria kerneri Murb. and M. juliana (L.) Benth. (Lamiaceae).
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Behavioural and electroantennogram responses of the stable fly (Stomoxys calcitrans L.) to plant essential oils and their mixtures with attractants.
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Evaluation of Essential Oil and its Three Main Active Ingredients of Chinese Chenopodium ambrosioides (Family: Chenopodiaceae) against Blattella germanica.
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Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae).
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Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).
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Comparative study of volatile oil compositions of two Plectranthus species from northern India.
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Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy.
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Chemical composition and larvicidal evaluation of Mentha, Salvia, and Melissa essential oils against the West Nile virus mosquito Culex pipiens.
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Variation in volatile leaf oils of 13 Eucalyptus species harvested from Souinet arboreta (Tunisia).
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Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils.
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Comparative analysis of some active principles of herb plants by GC/MS.
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Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
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Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil.
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Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L.
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Antimycotoxigenic characteristics of Rosmarinus officinalis and Trachyspermum copticum L. essential oils.
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Bioactivity of two major constituents isolated from the essential oil of Artemisia judaica L.
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Comparison of essential oils from three plants for enhancement of antimicrobial activity of nitrofurantoin against enterobacteria.
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Comparative effects of Cymbopogon schoenanthus essential oil and piperitone on Callosobruchus maculatus development.
PubMed:
Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.
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Piperitone from Mentha longifolia var. chorodictya Rech F. reduces the nitrofurantoin resistance of strains of enterobacteriaceae.
PubMed:
Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity.
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Susceptibility of the bruchid Callosobruchus maculatus (Coleoptera: Bruchidae) and its parasitoid Dinarmus basalis (Hymenoptera: Pteromalidae) to three essential oils.
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Isolation and identification of house fly,Musca domestica L., repellents from pepper tree,Schinus molle L.
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Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females.
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Constituents of Essential Oils from Mentha X rotundifolia Growing Wild in Greece.
PubMed:
Constituents of Essential Oils from Mentha longifolia Growing Wild in Greece.