2-methyl cyclohexanone

2-methylcyclohexanone

CAS: 583-60-8 C7 H12 O MW: 112.17184000 minty

Identification

Name2-methyl cyclohexanone
IUPAC2-methylcyclohexan-1-one
CAS Number583-60-8
EINECS209-513-6
FDA UNII56E8224ZFJ
Molecular FormulaC7 H12 O
Molecular Weight112.17184000
MDL NumberMFCD00001635
Nikkaji NumberJ3.301D
Beilstein0506751

Regulatory

JECFA Food Flavoring1102 2-methylcyclohexanone
DG SANTE Food Flavourings07.179 2-methylcyclohexanone
FEMA Number3946
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)583-60-8 ; 2-METHYLCYCLOHEXANONE

Physical Properties

Appearance colorless clear liquid (est)
Assay 96.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.92400 to 0.92600 @ 25.00 °C.
Pounds per Gallon - (est). 7.689 to 7.705
Refractive Index 1.44400 to 1.45000 @ 20.00 °C.
Boiling Point 162.00 to 163.00 °C. @ 760.00 mm Hg
Vapor Pressure 2.039000 mmHg @ 25.00 °C. (est)
Flash Point 116.00 °F. TCC ( 46.67 °C. )
logP (o/w) 1.356 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 2140 ul/kg
Dermal Toxicityskin-rabbit LD50 1770 ul/kg
Inhalation Toxicityinhalation-rat LCLo 2800 ppm/4H

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION\nCARDIAC: CHANGE IN RATE']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 2-methyl cyclohexanone usage levels up to0.5000 % in the fragrance concentrate.
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 ClassII
baked goods10.00000
beverages(nonalcoholic)5.00000
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum50.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy5.00000
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 candy25.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FL/FR cornmint FR heather FR herbal FR mint FR peppermint

Natural Occurrence

wine

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 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.