3-Isopropyl-4-methylcyclohexanone

Menthone (2-isopropyl-5-methylcyclohexanone) Found in essential oils of peppermint and Mentha aruenis. Minty, woody, fresh odour. 

CH2CI. 17. Nerolidol, RCH2C(CH3XOH)CH=CH2. 18. Menthone, 2-isopropyl-5. methylcyclohexanone. 19. Camphoric acid, HOOCCH2C(CH3)(COOH)C(CH3)2COOH. 

Trimethylbicyclo[3.1. l]heptane (2S,5R)-2-Isopropyl-5-methylcyclohexanone l,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane Dec-l-ene... 

R)-(+)-p-Mentha-l,8-diene see (R)-(+)-4-Isopropenyl-1 -methylcyclohex-1 -ene p-Mentha-6,8-dien-2-one see (S)-(+)-4-Isopropenyl- l-methylcyclohexen-6-one (-)-p-Mentha-6,8-dien-2-one see (R)-(-)-4-Isopropenyl-l-methylcyclohexen-6-one (lS,4R)-p-Menthan-3-one see (2S, 5R)-2-Isopropyl-5-methylcyclohexanone (-)-Menthone see (2S,5R)-2-Isopropyl-5-methylcyclohexanone Mesitylene see 1,3,5-Tiimethylbenzene Metaformaldehyde see 1,3,5-Tiioxane... 

Components 1. CjoHigO, (2S,5R)-2-Isopropyl-5-methylcyclohexanone [14073-97-3] 2. C10H22) Decane [124-18-5]... 

Scheme 9.7. The oxidation of (+)-[15, 2f ,5.S ]-2-isopropyl-5-methylcyclohexanol [(+)-menthol] to the corresponding ketone (+)-[2i ,5.S ]-2-isopropyl-5-methylcyclohexanone [(+)-menthone] with cold aqneons permanganate (Mn04 ) solution and its cleavage to many fragments by warm aqueous permanganate (Mn04 ). A potential pathway accounting for the initially formed fragmentation product is also shown.

The preparation of 2-isopropyl-6-methylcyclohexanone is strongly dependent on the sequential order of introducing the methyl and the isopropyl group. Metalation of the chiral 2-isopropyl-cyclohexanone imine and alkylation with iodomethane furnished only 18% yield, whereas a 95 % yield was obtained by first introducing the methyl group and alkylating in the last step with 2-iodopropane8. 

In contrast, 2-methylcyclohexanone and 2-methylindanone were racemized during imine hydrolysis with sodium acetate/acetic acid/pentanc/water8. In the preparation of 2-isopropyIcy-clohexanone and 2-isopropyl-6-methylcyclohexanone enantiomeric excess of the final products was low due to racemization8. 

True solvents are considered to be those solvents that provide resin solutions which can be diluted to infinity without resin precipitation. True solvents for epoxies include MEK, diacetone alcohol, methylcyclohexanone, and most glycol ethers and their acetates. Acetone, not a true solvent, can be used to prepare 40% solutions of high-MW DGEBA epoxy resin, but not a 20% solution. Aromatic solvents such as toluene and xylene, as well as simple alcohols, such as isopropyl and n-butyl alcohol, are not active solvents for DGEBA resins however, they can be used in combination with other solvents to improve solubility. 

Other reducing agents, which lead to unsaturated glycols of type 182, include thiourea,182 aluminum amalgam,214 and lithium aluminum hydride.192,218 The reaction of dihydroascaridole (181) with ferrous sulfate or titanous chloride yields propane and 4-hydroxy-4-methylcyclohexanone while ascaridol gives 3,6-endoxo-4-isopropyl-6-methylcyclohexane-1,2-diol and 4-hydroxy-3-isopropylcyclohexa-... 

Reduction of a series of cyclohexanones (2- and 4-methyl, 4-isopropyl, 4-r-butyl and 3,3,5-trimethyl), both in the presence and absence of proton donors gave a 99 1 ratio of equatorial to axial alcohol. For 3-methylcyclohexanone the ratio was 94 6. Also, reduction of menthone (4) affords a 97 3 ratio of equa-... 

Methyl-3- l-methylethyl)- 7-oxabicyclo[4,1.0]heptan-2-one, 9CL l,2 Epoxy p menthan-3 one, SCI. 2,3-Epoxy-6-isopropyl-3-methylcyclohexanone [5286-38-4]... 

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