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Prototropy, keto-enol

Ethyl acetoacetate (CH3COCH2COOC2H5) gives the reactions of a carbonyl (C=0) group, such as formation of cyanohydrin with HCN, bisulfate addition compound with sodium bisulfate, and phenyl hydrazone derivative with phenyl hydrazine. In addition to these, it behaves as an unsaturated alcohol (enol) as it evolves hydrogen on treatment with sodium, shows reddish-violet coloration with ferric chloride, and decolorizes bromine water and adds diazomethane. These chemical properties of ethyl acetoacetate suggest that it exists in two forms a saturated ketone 11 (keto-form) and an unsaturated alcohol 12 (enol-form) that is an example of prototropy (Scheme 3.46). [Pg.93]

See other pages where Prototropy, keto-enol is mentioned: [Pg.119]    [Pg.670]    [Pg.772]    [Pg.119]    [Pg.117]    [Pg.111]    [Pg.93]    [Pg.98]    [Pg.136]    [Pg.122]    [Pg.136]    [Pg.111]   


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Enolization keto-enol

Keto-enolates

Keto-enols

Prototropy

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