This is a Claisen-Schmidt condensation of 3,4-dimethoxybenzaldehye and 1-indanon

Question

This is a Claisen-Schmidt condensation of 3,4-dimethoxybenzaldehye and 1-indanone.

In this aldol reaction the aldehyde acts as the electrophile. Why is the aldehyde more susceptible to nucleophilic attack than the ketone? Give at least 2 reasons. Hint: Think sterics and electronics.

This is a Claisen-Schmidt condensation of 3,4-dimethoxybenzaldehye and 1-indanone. This is a Claisen-Schmidt condensation of 3,4 Balanced chemical equation: C9H8O + C9H10O3 ? C18H16O3 + H2O In this aldol reaction the aldehyde acts as the electrophile. Why is the aldehyde more susceptible to nucleophilic attack than the ketone? Give at least 2 reasons. Hint: Think sterics and electronics.

Explanation / Answer

In one side of Aldehyde hydrogen is attached But in ketone both side carbon attached which is donating group and it makes ketone less electrophilic.

But in aldehyde one side hydrogen attached which makes aldehyde more electrophilic.

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