Why ketones are less reactive towards nucleophillic attack than aldehydes?

The behaviour of ketones and aldehydes can be easily understood from their structures as shown below.

From these structures two major points come in front of us:

1. The ketones have alkyl groups on both the side of carbonyl group, creating steric hindrance for the nucleophile to attack over there. But in aldehyde , the nucleophile can approach easily.

2. The alkyl groups attached to carbonyl group increase the electron density on it. Due to this the nucleophile feel repulsions while it is approaching near to the carbon atom of carbonyl group.

Structure of ketone

But in case of aldehydes the carbon atom is having lesser electron density , as it is joined by a hydrogen atom on one side. And also due to the smaller size of hydrogen atom it is easy for the nucleophile to attack on central carbon atom.

Published by ankushmaster

I am M.Sc (chemistry ) from punjabi university. I am a science teacher with expertise in chemistry, with 8 years of experiance in teaching. i am getting a handsome salary , now i wish to help out the people who need me UNCONDITIONALLY. and I am constantly working on creating a new and easy way of learning the tough things in an effective way. I am constantly working to make authentic and reliable information to be shared with my students and widen the horizons of knowledge.

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