laevo-piperitone
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IUPAC name :(6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
InChI :InChI=1/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3/t9-/m1/s1
InChIKey :YSTPAHQEHQSRJD-SECBINFHBZ
SMILES :CC1=CC(=O)[C@H](CC1)C(C)C
cas number :4573-50-6
(EINECS) number :224-957-0
fema number :4200
jecfa number :1856
fl. number :07.255
molar refractivity :45.97 ± 0.3 cm3
parachor :385.9 ± 6.0 cm3
index of refraction :1.464 ± 0.02
surface tension :28.9 ± 3.0 dyne/cm
density :0.915 ± 0.06 g/cm3
polarizability :18.22 ± 0.5 10-24cm3
XlogP : 2.20
molecular weight : 152.2334400 (IUPAC)
formula :C10 H16 O
NMR Predictor :Predict
 
 
export tariff code :unspecified
fda reg :unspecified
Suppliers :
Penta :l-piperitone
natural
Penta :l-piperitone
synthetic
Symrise :Piperitone ex Eucalyptus
Vigon :Piperitone
Odor:  PUNGENT, MINTY
organoleptics :
odor strength :high ,
recommend smelling in a 1.00 % solution or less
odor description:
at 1.00 % in dipropylene glycol.  		pungent minty peppermint
Luebke, William tgsc, (1986)
odor sample from :Givaudan Corporation
properties :
appearence :colorless to pale yellow clear liquid
assay : 99.00 to 100.00 %   
Food Chemicals Codex Listed :No
specific gravity :0.92900 to 0.93500 @ 25.00 °C.
pounds per gallon - calc. : 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 :0.05700 mm/Hg @ 25.00 °C.
flash point : 195.00  °F.  TCC  ( 90.56 °C. )
logP (o/w) : 2.41
safety :
Oral Toxicity(LD50) : 
  Not determined
Dermal Toxicity(LD50) : 
  Not determined
Inhalation Toxicity(LC50) : 
  Not determined
 
safety in use :
Category :flavor and fragrance agents
Maximised Survey-derived Daily Intakes (MSDI-EU) :490.00 (μg/capita/day)
Structure Class :II
 
recommendation for laevo-piperitone fragrance usage levels up to :
  0.2000 % in the fragrance concentrate.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA on the "LIBRARY" link.
publication number : 22
 average usual ppmaverage maximum ppm
baked goods : 1.0000010.00000
beverages(nonalcoholic) : 0.200001.00000
beverages(alcoholic) : 0.200002.00000
breakfast cereal : --
cheese : --
chewing gum : 30.00000150.00000
condiments / relishes : --
confectionery froastings : 0.500005.00000
egg products : --
fats / oils : --
fish products : --
frozen dairy : 0.500005.00000
fruit ices : 0.200002.00000
gelatins / puddings : 0.200002.00000
granulated sugar : --
gravies : --
hard candy : 5.0000050.00000
imitation dairy : --
instant coffee / tea : 0.200002.00000
jams / jellies : 0.200002.00000
meat products : --
milk products : 0.200005.00000
nut products : --
other grains : --
poultry : --
processed fruits : --
processed vegetables : --
reconstituted vegetables : --
seasonings / flavors : --
snack foods : --
soft candy : 5.0000040.00000
soups : --
sugar substitutes : --
sweet sauces : --
safety references :
European Food Safety Athority(efsa) :Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
EPI System :view
EPA Chem. Sub. Inventory : Yes
 
WGK Germany :2
 
 
 
 
(6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
(EINECS) number :224-957-0
chemidplus :004573506
EPA Substance Registry Services :4573-50-6
references :
 
(6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
fl. number :07.255
jecfa number :1856
NIST Chemistry WebBook :4573506
pubchem :684791
other :
VCF-Online: VCF Volatile Compounds in Food
FDA Everything Added to Food in the United States (EAFUS)View
synonyms :
laevo-para-menth-1-en-3-one
(6R)-3-methyl-6-(1-methyl ethyl)-2-cyclohexen-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
soluble in :
 alcohol
insoluble in :
 water
potential blenders :    note
2-acetoxy-1,8-cineoleFL
 basil oleoresin sweetFL/FR
 buchu leaf oilFL/FR
 buchu mercaptanFL/FR
para-tert-butyl cyclohexanoneFR
isobutyraldehydeFL
 camel grass oilCS
 camphene hydrate 
dextro-camphorFL/FR
 camphor oilFL/FR
laevo-carveolFL/FR
 carvoneFL
laevo-carvoneFL/FR
 carvyl propionateFL/FR
1,4-cineoleFL/FR
 citronellal diisotridecyl acetalFR
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
beta-cyclocitralFL/FR
 cyclohexanoneCS
 cyclohexyl ethyl acetateFL/FR
 cyclohexyl propanolFR
 cyclopentanoneFL/FR
2-cyclopentyl cyclopentanoneFL/FR
2-decalinolFR
 dehydroxylinalool oxideFL/FR
N,N-diethyl octanamideFR
 dihydrocarveolFL/FR
 dihydrocarvyl acetateFL/FR
isodihydrolavandulolCS
isodihydrolavandulyl acetateCS
2',4'-dimethyl acetophenoneFL/FR
2-(1,1-dimethyl ethyl)-4-methyl cyclohexanolFR
(±)-N,N-dimethyl menthyl succinamideFL
 diosphenolFL/FR
 earthy indaneFR
 eucarvone 
 floral methanolFR
 foeniculum vulgare piperitum oil 
 geranium absoluteFL/FR
 geranium oil chinaFL/FR
 herbal ethanoneFR
 herbal undecanolFR
 hyssop oilFL/FR
 lilac lactoneFL/FR
 limonen-10-yl acetateFL
 lippia alnifolia schau. leaf oil brazil 
 mentha longifolia (l.) huds. oil jordan 
(E)-para-mentha-2,8-dien-1-olFL/FR
dextro-2,8-para-menthadien-1-olFL/FR
(Z+E)-para-1(7)8-menthadien-2-yl acetateFL
 menthadienyl formateFR
(E)-para-menthan-2-oneFL/FR
(E)-para-menthane-3,8-diol 
para-menthane-3,8-diolFL/FR
 mentholFL/FR
dextro-neomentholFL/FR
dextro,laevo-mentholFL/FR
homomentholFL/FR
laevo-mentholFL/FR
isomenthoneFL/FR
laevo-menthoneFL/FR
3-laevo-menthoxy-2-methyl propane-1,2-diolFL
 menthoxypropane diolFL/FR
 menthyl acetateFL/FR
dextro,laevo-menthyl acetateFL/FR
homomenthyl acetateFL/FR
laevo-menthyl acetateFL/FR
laevo-monomenthyl glutarateFL
laevo-menthyl methyl etherFL
 menthyl propylene glycol carbonateFL
2-methyl 3-(methyl thio) furan 10% in triacetinFL
2-methyl cyclohexanoneFL/FR
 mint oils 
 muguet butanolFR
 myrtenolFL/FR
 ocimene quintoxideFL/FR
3-octanolFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil cuba 
 pennyroyal oil spainFR
 pennyroyal oil uruguayFR
 peppermint cyclohexanoneFL/FR
 peppermint oilFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil terpeneless americaFL/FR
 perillaldehydeFL/FR
beta-phellandreneFL/FR
(Z,Z)-photocitral AFL
 pine hexanolFR
(+)-alpha-pineneFL/FR
 pinocarvoneFL/FR
 piperitenoneFL/FR
 piperitenone oxideFL
 piperitoneFL/FR
dextro-piperitoneFL/FR
isopropyl pyrazineFL
isopropyl tiglateFL/FR
isopulegolFL/FR
 pulegoneFL/FR
isopulegoneFL/FR
isopulegyl acetateFL/FR
isopulegyl formateFL/FR
 rosemary absoluteFL/FR
 rosemary oil moroccoFL/FR
 sabinene hydrateFL/FR
 satureja viminea l. oil costa rica 
 spearmint absoluteFL/FR
 spearmint oilFL/FR
 spearmint oil terpenelessFL/FR
 tetrahydrocarvoneFL/FR
 thiogeraniolFL/FR
 thujyl alcoholFL/FR
 trimethyl isopropyl butanamideFL/FR
 umbellulone 
laevo-verbenoneFL/FR
 viridiflorolFL/FR
 wintergreen oilFL/FR
 WS-5FL
 ylang ylang oil CO2 extractFL/FR
 ylang ylang oil IFL/FR
 ylang ylang oil IIFL/FR
 ylang ylang oil IIIFL/FR
potential uses :
 alpine bouquet
 bubblegum
 buchu
 camphor
 cooling
 cornmint
 hyssop
 mint
 pennyroyal
 peppermint
 rose geranium
 spearmint
 tansy tanaisie
 wintergreen
natural occurrence in :    note
 mint oils  

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