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Question

The increasing order of basicity of the following compounds is

This question was previously asked in
WBJEE 2026 Physics and Chemistry Question Paper (24-May-2026)
The correct answer is
I < III < II

Let's analyze the basicity of the given compounds. The basicity of amines is influenced by the availability of the lone pair on the nitrogen atom for donation. Here, we need to consider the structure and hybridization of the nitrogen atom in each compound.

  1. Compound I consists of a nitrogen atom attached directly to a cyclopropyl ring. The cyclopropyl ring is known to exhibit angle strain due to the deviation from ideal bond angles. This strain slightly delocalizes the lone pair of electrons on the nitrogen atom, reducing the availability for donation, thus reducing the basicity.
  2. Compound II has a nitrogen atom attached to a cyclopentyl ring, which is more flexible and less strained compared to cyclopropyl. This flexibility allows the lone pair to be more available, increasing basicity.
  3. Compound III is similar to compound I but with less steric strain than the cyclopropyl ring, allowing for a slightly better availability of the lone pair than in compound I but not as much as in compound II.

Thus, the correct increasing order of basicity is I < III < II.

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