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Aldehydes, Ketones And Carboxylic Acids

Question

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Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction.
(i)    Methanal
(ii)    2-Methylpentanal
(iii)    Benzaldehyde
(iv)    Benzophenone
(v)    Cyclohexanone
(vi)    1-Phenyl propanone
(vii)    Phenyl acetaldehyde
(viii) Butan-1--ol
(ix) 2, 2-Dimethyl butanal.

Solution

Aldol condensation: (ii), (v), (vi), (vii). The products are:

Cannizzaro reaction: (i), (iii), (ix). The products are:

Neither: [iv], [viii].

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