O-Methyl cyclohexanone

C (131°F) vapor density 3.9 (air = 1) fire-extinguishing agent dry chemical or CO2. o-Methyl cyclohexanone can react explosively with strong oxidizers at elevated temperatures. 

Tetrahydrocarboline derivatives have recently been synthesized from 2-o-nitroarylated cyclohexanone derivatives. Thus, reductive cyclization of 3-(2,4-dinitrophenyl)-l-methyl-4-piperidone (68) (prepared by the reaction of 2,4-dinitrochlorobenzene with l-methyl-4-A-pyrrolidmo-3-piperideine) gave 7-amino-2-methyl-l,2,3,4-tetrahydro-y-carboline (69). Neither catalytic nor chemical reduction of the... 

Although the procedure for the O-methylation of the carbinol from acetylene and acetone (exp. 2.4) gives a fair yield, it is less suitable for the O-methyladon of alcohols that are not available in large amounts. In such cases there is need for a very clean high-yield method. The procedure for the O-methylation of ethynylcyclohexanol meets this condition. Ethynylcyclohexanol can be O-lithiated quantitatively by BuLi in a mixture of THF and hexane. Since O-alkylations of lithium alkoxides in solvents of moderate polarity proceed very sluggishly (even in the case of methyl iodide), a sufficient amount of the polar DMSO has to be added as a co-solvent. The methyladon with methyl iodide can then be accomplished under relatively mild conditions and there is no indication for decomposition of the lithium carbinolate into LiCsCH and cyclohexanone. 

Ozonolysis. Ozonolysis of cyclohexanone O-methyl oxime 163 in the presence of 1,4-cyclohexanedione 164 gave a complex reaction mixture containing hydroxylamines 164, as a main product (Scheme 71 <1997T5463>). 

Reaction of cyclohexanone O-methyl oxime 163 with chloroacetone gave a similar spectrum of products with a similar ratio and yield (Scheme 72 <1997LA1381>). 

Methyl cellosolve Methyl cellosolve acetate Methyl chloride Methyl chloroform, see 1,-1,-1-Trichloroethane Methyl chloroformate Methyl cyanide, see Acetonitrile Methyl cyclohexane o-Methyl cyclohexanol 2-Methyl cyclohexanone... 

SYNS 2-METHYL-CYCLOHEXANON (GERMAN, DUTCH) o-METHYLCYCLOHEXANONE 1-METH-YLCYCLOHEXAN-2-ONE 2-METILCICLOESANONE (ITALIAN)... 

Bicyclo[n.l.O]alkan-l-oxyl radicals are fleeting intermediates in homolytic reactions of 2-(halomethyl)cycloalkanones and related radical precursors. Unrearranged 2-methyl-cyclohexanone (19) was obtained from treatment of 2-[(phenylselanyl)methyl]cyclohexanone (18) with tributyltin hydride. ... 

Fig. 4 Influence of the temperature on the selectivity in the reduction of 4-methyl-cyclohexanone with isopropanol. Temperature increment was 0.2 °C/min. = conversion = cis-4-Me-OL x = trans-4-Me-OL o = 4-Me-ENE.

Methyl n-Propyl Ketone n-Octone o Cyclohexanone loi Isopropyl Alcohol o Diefhylomine loi Isobutyl Acetate 2-Nitropropane 0 Triethylomine o Phenyl Acetate o Methyl Benzoate o Benzene 0 Acetone... 

Sehr viel empfindlicher ist die N-O-Bindung in Hydroxylaminen. So laBt sich Cyclo-hexyl-aceton mit O-Methyl-hydroxylamin in nur 40%-iger Ausbeute reduktiv zum 2-Methoxyamino-l-cyclohexyl-propan aminieren13, und N-Cyclohexyl-hydroxylamin wird nur zu 35% d.Th. aus Cyclohexanon und Hydroxylamin gewonnen (Pt02, 55-6072 bar)12. 

Further aminations are the formation of cyclohexanone oxime O-methyl-ether from 34 and methanol,68 and of benzaldehyde phenylhydrazone from 3-phenyloxaziridine 41 and formanilide.68... 

A similar condensation has been carried out, but with toluene as solvent, for 2-methyl-cyclohexanone and aniline, and for cyclohexanone with aniline and o-toluidine.883... 

Sixonite, 2-Oxo-l, 1,3,3-tetrakis-nitryloxy-methyl-cyclohexane, , 1,3,3-Tetrakls-nitryloxy-methyl-cyclohexanone-(2), or 2,2,6,6-Tetrakis (nitryloxymethyl) cyclohexanone]. CjH O-(CH2.0.N02)4 mw 398.28 N 14.1% OB to CO2 —56.2% mp 55—56°. Prepn is by nitration of 1,1,3,3-tetrakis-hydroxymethyl cyclohexa-none-(2) with mixed acid... 

The association constants for CyD complexes with chiral guests are generally different and mostly quantitatively determined by the chemical shift titration experiments. However, as mentioned above, other NMR parameters, such as relaxation rates [10, 70] or self-diffusion coefficients, may also be used. Both those parameters were successfully applied for the enantiodifferentiation and determination of association constants in complexes of the trifluoroacetate salts of the enantiomers of amphetamine, ephedrine, and propranolol with 2,6-di-O-dodecyl-a-CyD and its p analogue [71]. The DOSY technique was employed for the determination of diffusion coefficients of enantiomers of cyclohexanone derivatives complexed with a-, j8-and y-CyDs as well as with their per-O-methylated analogues [72]. 

Ribeiro, D. S., Ohvato, P. R., Rittner, R. (2000), Axial/equatorial populations in a-heterosubstituted cyclohexanone Oximes and O-methyl oximes. Magn. Resort Chem., 38, 627. 

Figure 4. Reciprocal reduced volume as a function of the volume percentage of polymer for nonaqueous suspensions A, DMF O, benzonitrile , cyclohexanone A, acetophenone O, 1,4-dioxane V, methyl benzoate , ethyl acetate O, benzyl alcohol, D =...

Figure 4. Partition of uranyl riltrate between water and ketones. O, methyl ethyl ketone, O, methyl laobutyl ketone. A, methyl n-amyl ketone. Aj dl-isobutyl ketone. , cyclohexanone. MHC, methyl cyclohexanone.

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