laevo-piperitone

(R)-6-(isopropyl)-3-methylcyclohex-2-en-1-one

CAS: 4573-50-6 C10 H16 O MW: 152.23672000 minty minty

Identification

Namelaevo-piperitone
IUPAC(6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
CAS Number4573-50-6
EINECS224-957-0
FDA UNII8GZY0Q0N20
Molecular FormulaC10 H16 O
Molecular Weight152.23672000
MDL NumberMFCD00045532
Nikkaji NumberJ297.828H
Beilstein2206720

Regulatory

JECFA Food Flavoring1856 L-piperitone
DG SANTE Food Flavourings07.255 L-piperitone
FEMA Number4200
FDANo 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 SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for laevo-piperitone usage levels up to0.2000 % 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 Concern540 (μg/person/day)
Structure ClassII
baked goods1.00000
beverages(nonalcoholic)0.20000
beverages(alcoholic)0.20000
breakfast cereal-
cheese-
chewing gum30.00000
condiments / relishes-
confectionery froastings0.50000
egg products-
fats / oils-
fish products-
frozen dairy0.50000
fruit ices0.20000
gelatins / puddings0.20000
granulated sugar-
gravies-
hard candy5.00000
imitation dairy-
instant coffee / tea0.20000
jams / jellies0.20000
meat products-
milk products0.20000
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy5.00000
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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Vigon International

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Manufacturer and supplier of high quality flavor and fragrance ingredients.

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Potential Uses

FR alpine bouquet FR bubble gum FL buchu leaf FL/FR camphor tree bark FL cooling FL/FR cornmint FL/FR hyssop FR mint FL/FR pennyroyal FR peppermint FR rose geranium FR spearmint FL/FR tansy oil replacer FR wintergreen

Natural Occurrence

cornmint leaf mint oils spearmint leaf

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). PubMed: Behavioural and electroantennogram responses of the stable fly (Stomoxys calcitrans L.) to plant essential oils and their mixtures with attractants. PubMed: Evaluation of Essential Oil and its Three Main Active Ingredients of Chinese Chenopodium ambrosioides (Family: Chenopodiaceae) against Blattella germanica. PubMed: Toxicity of Zanthoxylum piperitum and Zanthoxylum armatum oil constituents and related compounds to Stomoxys calcitrans (Diptera: Muscidae). PubMed: Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia). PubMed: Comparative study of volatile oil compositions of two Plectranthus species from northern India. PubMed: Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy. PubMed: Chemical composition and larvicidal evaluation of Mentha, Salvia, and Melissa essential oils against the West Nile virus mosquito Culex pipiens. PubMed: Variation in volatile leaf oils of 13 Eucalyptus species harvested from Souinet arboreta (Tunisia). PubMed: Chemical composition and antimicrobial and antioxidant activities of Mentha (longifolia L. and viridis) essential oils. PubMed: Comparative analysis of some active principles of herb plants by GC/MS. PubMed: Activity of essential oils and individual components against acetyl- and butyrylcholinesterase. PubMed: Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil. PubMed: Composition and antifungal activity of the essential oil of the Brazilian Chenopodium ambrosioides L. PubMed: Antimycotoxigenic characteristics of Rosmarinus officinalis and Trachyspermum copticum L. essential oils. PubMed: Bioactivity of two major constituents isolated from the essential oil of Artemisia judaica L. PubMed: Comparison of essential oils from three plants for enhancement of antimicrobial activity of nitrofurantoin against enterobacteria. PubMed: 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. PubMed: 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. PubMed: Susceptibility of the bruchid Callosobruchus maculatus (Coleoptera: Bruchidae) and its parasitoid Dinarmus basalis (Hymenoptera: Pteromalidae) to three essential oils. PubMed: Isolation and identification of house fly,Musca domestica L., repellents from pepper tree,Schinus molle L. PubMed: Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females. PubMed: Constituents of Essential Oils from Mentha X rotundifolia Growing Wild in Greece. PubMed: Constituents of Essential Oils from Mentha longifolia Growing Wild in Greece.