Cyclohexanone 2-chloro

The reactions of dichlorocarbene with morpholine and piperidine enamines derived from cyclopentanone and cyclohexanone have been reported to lead to ring expanded and a-chloromethylene ketone products (355,356). Similarly a-chloro-a, -unsaturated aldehydes were obtained from aldehyde derived enamines (357). Synthesis of aminocyclopropanes (353,359) could be realized by the addition of diphenyldiazomethane (360) and the methylene iodide-zinc reagent to enamines (367). 

A -Chloromethylamine attacks ketones in alkaline solution with formation of oxaziranes with cyclohexanone, compound 17 is produced in 50% yield. The reaction with aldehydes with zV-chloromethyl-amine yields predominantly acid amides. However, oxaziranes are also produced here as by-products. From benzaldehyde and A -chloro-methylamine, 2-raethyl-3-phenyloxazirane (15) was obtained in 10% yield. 

With cyclic a-halo ketones, e.g. 2-chloro cyclohexanone 6, the Favorskii rearrangement leads to a ring contraction by one carbon atom. This type of reaction has for example found application as a key step in the synthesis of cubane by Eaton and Cole for the construction of the cubic carbon skeleton ... 

The only published method for producing pure 2-chloro-2-methyl-cyclohexanone is by the action of sulfuryl chloride on 2-methylcyclo-licxanone.3 Direct chlorination gives mixtures of the 2- and 6-chloro compounds.3... 

AI3-00040, see Cyclohexanol AI3-00041, see Cyclohexanone AI3-00045, see Diacetone alcohol AI3-00046, see Isophorone AI3-00050, see 1,4-Dichlorobenzene AI3-00052, see Trichloroethylene AI3-00053, see 1,2-Dichlorobenzene AI3-00054, see Acrylonitrile AI3-00072, see Hydroquinone AI3-00075, see p-Chloro-rrr-cresol AI3-00078, see 2,4-Dichlorophenol AI3-00085, see 1-Naphthylamine AI3-00100, see Nitroethane AI3-00105, see Anthracene AI3-00109, see 2-Nitropropane AI3-00111, see Nitromethane AI3-00118, see ferf-Butylbenzene AI3-00119, see Butylbenzene AI3-00121, see sec-Butylbenzene AI3-00124, see 4-Aminobiphenyl AI3-00128, see Acenaphthene AI3-00134, see Pentachlorophenol AI3-00137, see 2-Methylphenol AI3-00140, see Benzidine AI3-00142, see 2,4,6-Trichlorophenol AI3-00150, see 4-Methylphenol AI3-00154, see 4,6-Dinitro-o-cresol AI3-00262, see Dimethyl phthalate AI3-00278, see Naphthalene AI3-00283, see Di-rj-butyl phthalate AI3-00327, see Acetonitrile AI3-00329, see Diethyl phthalate AI3-00399, see Tributyl phosphate AI3-00404, see Ethyl acetate AI3-00405, see 1-Butanol AI3-00406, see Butyl acetate AI3-00407, see Ethyl formate AI3-00408, see Methyl formate AI3-00409, see Methanol AI3-00520, see Tri-ocresyl phosphate AI3-00576, see Isoamyl acetate AI3-00633, see Hexachloroethane AI3-00635, see 4-Nitrobiphenyl AI3-00698, see IV-Nitrosodiphenylamine AI3-00710, see p-Phenylenediamine AI3-00749, see Phenyl ether AI3-00790, see Phenanthrene AI3-00808, see Benzene AI3-00867, see Chrysene AI3-00987, see Thiram AI3-01021, see 4-Chlorophenyl phenyl ether AI3-01055, see 1.4-Dioxane AI3-01171, see Furfuryl alcohol AI3-01229, see 4-Methyl-2-pentanone AI3-01230, see 2-Heptanone AI3-01231, see Morpholine AI3-01236, see 2-Ethoxyethanol AI3-01238, see Acetone AI3-01239, see Nitrobenzene AI3-01240, see I idine AI3-01256, see Decahydronaphthalene AI3-01288, see ferf-Butyl alcohol AI3-01445, see Bis(2-chloroethoxy)methane AI3-01501, see 2,4-Toluene diisocyanate AI3-01506, see p,p -DDT AI3-01535, see 2,4-Dinitrophenol AI3-01537, see 2-Chloronaphthalene... 

Considerable evidence for the existence of a carbanion intermediate in the isotopic exchange reactions of p3U idine 1-oxides is available. Treatment of 4-chloro-3-methylpyridine 1-oxide (61), for example, with w-butyllithium gives an intermediate which reacts with cyclohexanone to give 62. In addition Tupitsyn et al. have found a linear... 

Palladium-charcoal has also been used in the presence of cinnamic acid as a hydrogen acceptor. Raney nickel alone and in the presence of hydrogen acceptors, the best being cyclohexanone, has also been utilized, although dehydrogenation did not occur with 6-chloro- and 6-nitro-l,2,3,4-tetrahydrocarbazoles." Selenium has also been used. ... 

S 5-isopropyl-2-chloro-2-(3-methyl-2-buteny )cyclohexanone(,i yield 47% d.r. (cisitrans) 83 17... 

Ethyl /3,/3-pentamethyleneglycidate has been prepared in 65% yield by the condensation of cyclohexanone with ethyl chloro-acetate in the presence of sodium ethoxide,4 and in 50% yield in the presence of sodium in xylene.6 The present procedure employs potassium (erZ-butoxide as the condensing agent.3... 

Since the question of the necessary conditions for isomerization of nitroso-cyclohexane to cyclohexanone oxime is of considerable commercial importance, it has been shown that this tautomerization is favored by the presence of gaseous hydrogen chloride, particularly at a wavelength of 300 mp. [57]. When cyclohexane is saturated with hydrogen chloride, treated with nitric oxide, and exposed to a source of ultraviolet radiation, the oxime forms along with a trace of 1-chloro-l-nitrosocyclohexane [58]. Cyclooctane seems to form the corresponding oxime and the chloronitroso compound, but under no circumstances nitrosocyclooctane [58]. 

Methyl-2-(l-methyl-1-phenylethyl)cyclohexanone, (2S.5R)- Cyclohexanone, 5-methyl-2-(l-methyl-l-phenylethyl-, (2S-cis)- (65337-06-6), 65, 203 5-Methyl-2-(l-methyl-l-phenylethyl)cyclohexyl chloroacetate, (1R,2S,5R)- Acetic acid, chloro-, 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, [lR-(la,Z0,5a)]- (71804-27-8), 65, 203 5-Methyl-2-[l-methyl-l-(phenylmethylthio)ethyl]cyclohexanone, cis- and trans 65, 215... 

Chemicals and Standard Solutions. Cyclohexanone, cyclohexanol, 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene, phenol, 4-methylphenol, 4-chloro-phenol, 1,2,3,4-tetrahydroisoquinoline, 1-chlorohexane, 1-chlorododecane, and 1-chlorooctadecane were obtained from Aldrich. Acetone, tetrahydrofuran, ethyl acetate, toluene, dimethyl sulfoxide, and methanol were obtained from J. T. Baker. Distilled-in-glass isooctane, methylene chloride, ethyl ether, and pentane were obtained from Burdick and Jackson. Analytical standard kits from Analabs provided methyl ethyl ketone, isopropyl alcohol, ethanol, methyl isobutyl ketone, tetrachloroethylene, dodecane, dimethylformamide, 1,2-dichlorobenzene, 1-octanol, nitrobenzene, 2,4-dichlorophenol, and 2,5-dichlorophenol. All chemicals obtained from the vendors were of the highest purity available and were used without further purification. High-purity water... 

A six-membered nitrogen-sulfur heterocycle, namely, a 2,3-dihydro-2-imino-4//-benzo[e thiazin-4-one, is produced on reaction of methyl 2-chloro-3,5-dinitrobenzoatc with thiourea in basic medium 373 furthermore, a tetrahydrospirobenzothiazine 213 is formed in addition to its hexahydrospiroquinazoline analog on interaction of cyclohexanone with thiourea in hydrochloric acid.329... 

Various transformations of the optically active a-chloro ketones were also presented [28] optically active 2-chloro cyclohexanone was oxidized by a Baeyer-Villiger oxidation to the corresponding lactone in 81% yield without reduction in enantiomeric excess, and the ketone functionality was selectively reduced to the corresponding syn-a-chloro alcohol with a high diastereomeric ratio. 

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