3-methyl cyclohexanone
3-methylcyclohexanone
Identification
| Name | 3-methyl cyclohexanone |
| IUPAC | 3-methylcyclohexan-1-one |
| CAS Number | 591-24-2 |
| EINECS | 209-710-7 |
| FDA UNII | 255L4HTY2B |
| Molecular Formula | C7 H12 O |
| Molecular Weight | 112.17184000 |
| MDL Number | MFCD00001639 |
| Nikkaji Number | J1.214I |
| Beilstein | 0969804 |
Regulatory
| JECFA Food Flavoring | 1103 3-methylcyclohexanone |
| DG SANTE Food Flavourings | 07.180 3-methylcyclohexanone |
| FEMA Number | 3947 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 591-24-2 ; 3-METHYLCYCLOHEXANONE |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.91400 to 0.91900 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.605 to 7.647 |
| Refractive Index | 1.44000 to 1.45000 @ 20.00 °C. |
| Boiling Point | 169.00 to 170.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 1.575000 mmHg @ 25.00 °C. (est) |
| Flash Point | 125.00 °F. TCC ( 51.67 °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 SDS | View |
| Oral/Parenteral Toxicity | intravenous-dog LDLo 310 mg/kg |
| 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', 'VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION\nCARDIAC: CHANGE IN RATE']
Safety in Use
| Category | flavoring agents |
| Recommendation for 3-methyl cyclohexanone usage levels up to | not for fragrance use. |
| 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 |
| baked goods | 10.00000 |
| beverages(nonalcoholic) | 5.00000 |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | 50.00000 |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | 5.00000 |
| 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 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
cyclohexanone, 3-methyl-
3-
methyl-cyclohexanone
3-
methylcyclohexan-1-one
(±)-3-
methylcyclohexanone
3-
methylcyclohexanone
tetrahydro-m-cresol
tetrahydro-meta-cresol
PubMed:
Clathrates of TETROL: Further Aspects of the Selective Inclusion of Methylcyclohexanones in Their Energetically Unfavorable Axial Methyl Conformations.
PubMed:
Two subtle amino Acid changes in a transaminase substantially enhance or invert enantiopreference in cascade syntheses.
PubMed:
Cloning, expression and characterization of a versatile Baeyer-Villiger monooxygenase from Dietzia sp. D5.
PubMed:
Intrinsic optical activity and conformational flexibility: the role of size-dependent ring morphology in model cycloketones.
PubMed:
Changes in acaricidal potency by introducing functional radicals and an acaricidal constituent isolated from Schizonepeta tenuifolia.
PubMed:
Microbial monooxygenase amperometric biosensor for monitoring of Baeyer-Villiger biotransformation.
PubMed:
3-methylcyclohexanone thiosemicarbazone: determination of E/Z isomerization barrier by dynamic high-performance liquid chromatography, configuration assignment and theoretical study of the mechanisms involved by the spontaneous, acid and base catalyzed processes.
PubMed:
Enhanced enantioselectivity of 3-methylcyclohexanone by mixed diol host compounds.
PubMed:
Probing enantioselectivity on chirally modified Cu(110), Cu(100), and Cu(111) surfaces.
PubMed:
Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z.
PubMed:
Total synthesis of (+)-neomarinone.
PubMed:
Nitration versus nitrosation chemistry of menthofuran: remarkable fragmentation and dimerization pathways and expeditious entry into dehydromenthofurolactone.
PubMed:
Enantioselective separation on a naturally chiral surface.
PubMed:
Enantiospecific desorption of chiral compounds from chiral Cu(643) and achiral Cu(111) surfaces.
PubMed:
Metabolic fate of S-(-)-pulegone in rat.
PubMed:
Metabolic fate of menthofuran in rats. Novel oxidative pathways.
PubMed:
STEREOCHEMICAL ASPECTS OF THE METABOLISM OF THE ISOMERIC METHYLCYCLOHEXANOLS AND METHYLCYCLOHEXANONES.