1-Phenyl-para-methyl acetophenone

The procedure reported here provides a convenient method for the a-hydroxylation of ketones which form enolates under the reaction conditions. The reaction has been applied successfully to a series of para-substituted acetophenones, 1-phenyl-1-propanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, cyclododecanone, 2-methyl cyclohexanone, 2-norbornanone and benzalacetone. In the case of a steroidal example it was shown that a carbon-carbon double bond and a secondary hydroxyl group are not oxidized. A primary amino function, as in the case of p-aminoacetophenone, is not affected.5 Similarly, a tertiary amino ketone such as tropinone undergoes the a-hydroxy at ion reaction.5... 

We have prepared two series of oximes and studied their association by the cryosoopic method in benzene solution. The first series was derived from acetone oxime by substituting one of the methyl groups by ethyl, isopropyl, iert-butyl, cyolohexyl or phenyl. The seoond series consisted of para-substituted acetophenone oximes. 

Placing two methyl groups ortho to the carbonyl of acetophenone should twist the phenyl out of the C=0 plane. The extent to which this affects gas- and solution-phase basicities of a series of para-substituted acetophenones is reported. ... 

The procedure reported here provides a convenient method for the a-hydroxylation of ketones which form enolates under the reaction conditions. The reaction has been applied successfully to a series of para-substituted acetophenones, 1-phenyl-1-propanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, cyclododecannne, 2-methyl cyclohexanone, 2-... 

Several types of ketones have been reduced in water (Fig. 87). Among them, acetophenone is the substrate of reference. Other methyl aryl kenones with ortho-, meta-, or para-substituents such as methyl, methoxy, halogens, cyano, or nitro groups, related alkyl phenyl ketones, with the alkyl groups being aliphatic chains or cycles, as well as nitro-, cyano-, or halogen-methyl groups have been also reduced in the water medium. Heterocyclic ketones are efficiently reduced... 

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