Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless clear liquid (est) |
Assay: | 96.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.92400 to 0.92600 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.689 to 7.705
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Refractive Index: | 1.44400 to 1.45000 @ 20.00 °C.
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Boiling Point: | 162.00 to 163.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 2.039000 mmHg @ 25.00 °C. (est) |
Flash Point: | 116.00 °F. TCC ( 46.67 °C. )
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logP (o/w): | 1.356 (est) |
Soluble in: |
| alcohol | | water, 5142 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Organoleptic Properties:
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Odor Type: minty |
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| minty peppermint cooling |
Odor Description: at 10.00 % in dipropylene glycol. | minty peppermint cooling |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xn - Harmful. |
R 10 - Flammable. R 20 - Harmful by inhalation. S 16 - Keep away from sources of ignition - No Smoking. S 25 - Avoid contact with eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 2140 ul/kg American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
intraperitoneal-mouse LD50 200 mg/kg National Technical Information Service. Vol. AD691-490
intravenous-mouse LDLo 270 mg/kg VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
CARDIAC: CHANGE IN RATE Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 236, Pg. 633, 1953.
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Dermal Toxicity: |
skin-rabbit LD50 1770 ul/kg American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
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Inhalation Toxicity: |
inhalation-rat LCLo 2800 ppm/4H American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
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Safety in Use Information:
Category: | flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for 2-methyl cyclohexanone usage levels up to: | | 0.5000 % in the fragrance concentrate.
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Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.12 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.10 (μg/capita/day) |
Structure Class: | II |
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 Flavor Ingredient Library |
publication number: 19 |
Click here to view publication 19 |
| average usual ppm | average maximum ppm |
baked goods: | 10.00000 | 25.00000 |
beverages(nonalcoholic): | 5.00000 | 10.00000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | 50.00000 | 100.00000 |
condiments / relishes: | - | - |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | 5.00000 | 10.00000 |
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: | 25.00000 | 50.00000 |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
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For Odor |
No odor group found for these |
| camel grass oil | FR |
| cyclopentanone | FL/FR |
| eucarvone | |
| lippia alnifolia schau. leaf oil brazil | |
laevo-mono | menthyl glutarate | FL/FR |
laevo- | menthyl methyl ether | FL/FR |
| pinocarvone | FL/FR |
| satureja viminea oil costa rica | |
| umbellulone | |
aldehydic |
iso | butyraldehyde | FL/FR |
camphoreous |
dextro- | camphor | FL/FR |
| camphor tree bark oil | FL/FR |
| herbal ethanone | FR |
| thujyl alcohol | FL/FR |
citrus |
| ocimene quintoxide | FL/FR |
earthy |
3- | octanol | FL/FR |
| patchouli cyclohexanol | FR |
floral |
| citronellal diisotridecyl acetal | FR |
| cyclohexyl ethyl acetate | FL/FR |
| cyclohexyl propanol | FR |
2- | decalinol | FR |
| dihydrocarvyl acetate | FL/FR |
2',4'- | dimethyl acetophenone | FL/FR |
| earthy indane | FR |
| floral methanol | FR |
| geranium oil china | FL/FR |
| menthadienyl formate | FR |
| muguet butanol | FR |
| ylang ylang flower oil CO2 extract | FL/FR |
| ylang ylang flower oil I | FL/FR |
| ylang ylang flower oil II | FL/FR |
| ylang ylang flower oil III | FL/FR |
fruity |
2- | cyclopentyl cyclopentanone | FL/FR |
| lilac lactone | FL/FR |
green |
| geranium absolute | FL/FR |
| thiogeraniol | FL/FR |
| barosma betulina leaf oil | FL/FR |
1,4- | cineole | FL/FR |
| dehydroxylinalool oxide | FL/FR |
iso | dihydrolavandulol | FR |
(Z)-iso | dihydrolavandulyl acetate | FR |
| herbal undecanol | FR |
| hyssop oil | FL/FR |
trans-para- | menthane-3,8-diol | |
para- | menthane-3,8-diol | FL/FR |
| myrtenol | FL/FR |
| perillaldehyde | FL/FR |
| pine hexanol | FR |
D-(+)-alpha- | pinene | FL/FR |
| piperitone | FL/FR |
| rosemary absolute | FL/FR |
| rosemary oil morocco | FL/FR |
| sabinene hydrate | FL/FR |
| viridiflorol | FL/FR |
licorice |
sweet | basil oleoresin | FL/FR |
mentholic |
| cornmint oil | FL/FR |
| cornmint oil india | FL/FR |
| cornmint oil terpeneless | FL/FR |
(±)- | menthol | FL/FR |
dextro-neo | menthol | FL/FR |
dextro,laevo- | menthol | FL/FR |
laevo- | menthol | FL/FR |
(±)-iso | menthone | FL/FR |
laevo- | menthyl acetate | FL/FR |
| menthyl acetate | FL/FR |
| menthyl acetate racemic | FL/FR |
| peppermint cyclohexanone | FL/FR |
dextro- | piperitone | FL/FR |
iso | pulegyl acetate | FL/FR |
minty |
| agathosma crenulata leaf oil | FL/FR |
| camphene hydrate | |
laevo- | carveol | FL/FR |
laevo- | carvone | FL/FR |
| carvone | FL/FR |
| carvyl propionate | FL/FR |
| cyclohexanone | FR |
| dihydrocarveol | FL/FR |
| diosphenol | FL/FR |
bitter | fennel seed oil | FR |
| mentha longifolia oil | FR |
dextro-2,8-para- | menthadien-1-ol | FL/FR |
trans-para-2,8-1- | menthadienol | FL/FR |
trans-para- | menthan-2-one | FL/FR |
homo | menthol | FL/FR |
(-)- | menthone | FL/FR |
| menthoxypropane diol | FL/FR |
homo | menthyl acetate | FL/FR |
| pennyroyal oil | FL/FR |
| pennyroyal oil spain | FL/FR |
| pennyroyal oil uruguay | FL/FR |
| peppermint oil CO2 extract | FL/FR |
| peppermint oil idaho | FL/FR |
| peppermint oil terpeneless | FL/FR |
| peppermint oil terpenes | FR |
beta- | phellandrene | FL/FR |
| piperitenone | FL/FR |
laevo- | piperitone | FL/FR |
iso | propyl tiglate | FL/FR |
(-)-iso | pulegol | FL/FR |
iso | pulegone | FL/FR |
(R)-(+)- | pulegone | FR |
iso | pulegyl formate | FL/FR |
| spearmint absolute | FL/FR |
| spearmint oil america | FL/FR |
| spearmint oil terpeneless | FL/FR |
| tetrahydrocarvone | FL/FR |
| wintergreen oil | FL/FR |
| WS-23 | FL/FR |
pine |
| plectranthus glandulosus hook f. leaf oil cameroon | FR |
spicy |
N,N- | diethyl octanamide | FR |
laevo- | verbenone | FL/FR |
sulfurous |
| buchu mercaptan | FL/FR |
thujonic |
| armoise oil | FR |
tropical |
beta- | cyclocitral | FL/FR |
woody |
para-tert- | butyl cyclohexanone | FR |
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For Flavor |
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No flavor group found for these |
| camphene hydrate | |
| carvone | FL/FR |
| cyclopentanone | FL/FR |
2- | cyclopentyl cyclopentanone | FL/FR |
2',4'- | dimethyl acetophenone | FL/FR |
(±)-N,N- | dimethyl menthyl succinamide | FL |
| eucarvone | |
| lilac lactone | FL/FR |
| limonen-10-yl acetate | FL |
| lippia alnifolia schau. leaf oil brazil | |
dextro-2,8-para- | menthadien-1-ol | FL/FR |
cis+trans-para-1(7)8- | menthadien-2-yl acetate | FL |
trans-para-2,8-1- | menthadienol | FL/FR |
para- | menthane-3,8-diol | FL/FR |
trans-para- | menthane-3,8-diol | |
3-laevo- | menthoxy-2-methyl propane-1,2-diol | FL |
| menthoxypropane diol | FL/FR |
| menthyl acetate racemic | FL/FR |
laevo-mono | menthyl glutarate | FL/FR |
laevo- | menthyl methyl ether | FL/FR |
| menthyl propylene glycol carbonate | FL |
beta- | phellandrene | FL/FR |
(Z,Z)- | photocitral A | FL |
D-(+)-alpha- | pinene | FL/FR |
| pinocarvone | FL/FR |
| piperitenone | FL/FR |
| piperitenone oxide | FL |
iso | pulegone | FL/FR |
iso | pulegyl formate | FL/FR |
| satureja viminea oil costa rica | |
| umbellulone | |
laevo- | verbenone | FL/FR |
| viridiflorol | FL/FR |
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| thujyl alcohol | FL/FR |
aldehydic |
iso | butyraldehyde | FL/FR |
camphoreous |
| camphor tree bark oil | FL/FR |
coffee |
2-iso | propyl pyrazine | FL |
cooling |
1,4- | cineole | FL/FR |
dextro,laevo- | menthol | FL/FR |
laevo- | menthol | FL/FR |
homo | menthyl acetate | FL/FR |
| menthyl acetate | FL/FR |
| sabinene hydrate | FL/FR |
| WS-5 | FL |
floral |
| dihydrocarvyl acetate | FL/FR |
| geranium oil china | FL/FR |
| ylang ylang flower oil CO2 extract | FL/FR |
| ylang ylang flower oil I | FL/FR |
| ylang ylang flower oil II | FL/FR |
| ylang ylang flower oil III | FL/FR |
green |
| cyclohexyl ethyl acetate | FL/FR |
| dihydrocarveol | FL/FR |
| geranium absolute | FL/FR |
| ocimene quintoxide | FL/FR |
iso | propyl tiglate | FL/FR |
| thiogeraniol | FL/FR |
herbal |
2- | acetoxy-1,8-cineole | FL |
| barosma betulina leaf oil | FL/FR |
| hyssop oil | FL/FR |
| rosemary absolute | FL/FR |
| rosemary oil morocco | FL/FR |
licorice |
sweet | basil oleoresin | FL/FR |
meaty |
2- | methyl 3-(methyl thio) furan | FL |
medicinal |
dextro- | camphor | FL/FR |
mentholic |
| cornmint oil | FL/FR |
| cornmint oil terpeneless | FL/FR |
dextro-neo | menthol | FL/FR |
(±)- | menthol | FL/FR |
| peppermint cyclohexanone | FL/FR |
minty |
| agathosma crenulata leaf oil | FL/FR |
laevo- | carveol | FL/FR |
laevo- | carvone | FL/FR |
| carvyl propionate | FL/FR |
| cornmint oil india | FL/FR |
| diosphenol | FL/FR |
trans-para- | menthan-2-one | FL/FR |
homo | menthol | FL/FR |
(±)-iso | menthone | FL/FR |
(-)- | menthone | FL/FR |
laevo- | menthyl acetate | FL/FR |
| myrtenol | FL/FR |
| pennyroyal oil | FL/FR |
| pennyroyal oil spain | FL/FR |
| pennyroyal oil uruguay | FL/FR |
| peppermint oil CO2 extract | FL/FR |
| peppermint oil idaho | FL/FR |
| peppermint oil terpeneless | FL/FR |
laevo- | piperitone | FL/FR |
| piperitone | FL/FR |
dextro- | piperitone | FL/FR |
(-)-iso | pulegol | FL/FR |
| spearmint absolute | FL/FR |
| spearmint oil america | FL/FR |
| spearmint oil terpeneless | FL/FR |
| tetrahydrocarvone | FL/FR |
| wintergreen oil | FL/FR |
| WS-23 | FL/FR |
musty |
3- | octanol | FL/FR |
spicy |
| perillaldehyde | FL/FR |
sulfurous |
| buchu mercaptan | FL/FR |
tropical |
beta- | cyclocitral | FL/FR |
woody |
| dehydroxylinalool oxide | FL/FR |
iso | pulegyl acetate | FL/FR |
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Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| cyclohexanone, 2-methyl- | | cyclohexanone, 2-methyl-, (±)- | | methyl anone | 2- | methyl cyclohexan-1-one | alpha- | methyl cyclohexanone | o- | methyl cyclohexanone | ortho- | methyl cyclohexanone | 2- | methyl-1-cyclohexanone | 2- | methyl-cyclohexanone | 2- | methylcyclohexan-1-one | 2- | methylcyclohexanone | alpha- | methylcyclohexanone | o- | methylcyclohexanone | ortho- | methylcyclohexanone | | sexton B | | tetrahydro-o-cresol |
Articles:
PubMed: | ω-Transaminases for the amination of functionalised cyclic ketones. |
PubMed: | Clathrates of TETROL: Further Aspects of the Selective Inclusion of Methylcyclohexanones in Their Energetically Unfavorable Axial Methyl Conformations. |
PubMed: | Changes in acaricidal potency by introducing functional radicals and an acaricidal constituent isolated from Schizonepeta tenuifolia. |
PubMed: | Oxorhenium complexes bearing the water-soluble tris(pyrazol-1-yl)methanesulfonate, 1,3,5-triaza-7-phosphaadamantane, or related ligands, as catalysts for Baeyer-Villiger oxidation of ketones. |
PubMed: | The Prins reaction using ketones: rationalization and application toward the synthesis of the portentol skeleton. |
PubMed: | New 3H-indole synthesis by Fischer's method. Part I. |
PubMed: | PREPARATION OF (S)-2-Allyl-2-methylcyclohexanone (Cyclohexanone, 2-methyl-2-(2-propen-1-yl)-, (2S)-). |
PubMed: | Synthesis, stereochemical identification, and selective inhibitory activity against human monoamine oxidase-B of 2-methylcyclohexylidene-(4-arylthiazol-2-yl)hydrazones. |
PubMed: | Evidence from mechanistic probes for distinct hydroperoxide rearrangement mechanisms in the intradiol and extradiol catechol dioxygenases. |
PubMed: | Biotransformation of (+/-)-2-methylcyclohexanone by fungi. |
PubMed: | High-performance liquid chromatographic separation of enantiomers and diastereomers of 2-methylcyclohexanone thiosemicarbazone, and determination of absolute configuration and configurational stability. |
PubMed: | Lithium hexamethyldisilazide-mediated enolizations: influence of chelating ligands and hydrocarbon cosolvents on the rates and mechanisms. |
PubMed: | Pseudomonad cyclopentadecanone monooxygenase displaying an uncommon spectrum of Baeyer-Villiger oxidations of cyclic ketones. |
PubMed: | Studies of the condensation of sulfones with ketones and aldehydes. |
PubMed: | Regio- and enantioselective Pd-catalyzed allylic alkylation of ketones through allyl enol carbonates. |
PubMed: | Spectral and magnetic studies on manganese(II), cobalt(II) and nickel(II) complexes with Schiff bases. |
PubMed: | Mixed crystals containing the dioxo complex [[Ph3SiO]2VO2]- and novel pentacoordinated oxoperoxo complex [[Ph3SiO]2VO(O2)]-: X-ray crystal structure and assessment as oxidation catalysts. |
PubMed: | Reaction of ketones with lithium hexamethyldisilazide: competitive enolizations and 1,2-additions. |
PubMed: | Lithium hexamethyldisilazide-mediated ketone enolization: the influence of hindered dialkyl ethers and isostructural dialkylamines on reaction rates and mechanisms. |
PubMed: | Lithium diisopropylamide-mediated lithiations of imines: insights into highly structure-dependent rates and selectivities. |
PubMed: | Ketone enolization by lithium hexamethyldisilazide: structural and rate studies of the accelerating effects of trialkylamines. |
PubMed: | Lithium hexamethyldisilazide/triethylamine-mediated ketone enolization: remarkable rate accelerations stemming from a dimer-based mechanism. |
PubMed: | Unfunctionalized, alpha-epimerizable nonracemic ketones and aldehydes can be accessed by crystallization-induced dynamic resolution of imines. |
PubMed: | Differential responses to odorant analogs after recovery from nerve transection. |
PubMed: | The Suzuki coupling reaction in the stereocontrolled synthesis of 9-cis-retinoic acid and its ring-demethylated analogues. |
PubMed: | Catalytic Meerwein-Pondorf-Verley reduction by simple aluminum complexes. |
PubMed: | Regulated workplace ketones and their interference in the PFBHA method for aldehydes. |
PubMed: | Catalytic enantioselective protonation of lithium enolates with chiral imides |
PubMed: | Microwave Spectrum of 2-Methylcyclohexanone. |
PubMed: | Determination of 6s-trans conformation of retinal chromophore in sensory rhodopsin I and phoborhodopsin. |
PubMed: | Carbonyl reductase activity exhibited by pig testicular 20 beta-hydroxysteroid dehydrogenase. |
PubMed: | alpha-Nitration of Ketones via Enol Silyl Ethers. Radical Cations as Reactive Intermediates in Thermal and Photochemical Processes. |
PubMed: | Structure of (+/-)-(2S,1'S)-2-[hydroxy(phenyl)methyl]-2-methylcyclohexanone, C14H1802. |
PubMed: | STEREOCHEMICAL ASPECTS OF THE METABOLISM OF THE ISOMERIC METHYLCYCLOHEXANOLS AND METHYLCYCLOHEXANONES. |
PubMed: | The reaction of phenylmagnesium bromide with 2-chloro-4-methylcyclohexanone. |
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