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Inductive Effect

How many of t...

Question

How many of the given carbonyl compounds are less reactive than formaldehyde with respect to nucleophilic addition?

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Solution

The correct answer is 6.
Formaldehyde is mor reactive with respect to nucleophilic addition.It has greater positive character of carbonyl carbon due to the partial positive charge on the carbon attached to Oxygen, which attracts the nucleophile.It has alkyl group is a $+ I$ group and hence decrease the polarity of $C = O$ .
On the other bulky alkyl groups produce steric hindrance to incoming nucleophile and are less reactive.

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Q. Consider following compounds and write total number of compounds which are less reactive than formaldehyde toward nucleophilic addition reaction.

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C H_{3} - C H_{2} - C H_{2} - O | | C - H (i v); P h - O | | C - C H_{3} (v); P h - O | | C - P h (v i)

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