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JEE MainChemistryIonic Equilibrium

Consider the following four compounds: (I) Pyrrolidine (II) Pyridine (III) Aniline (IV) Pyrrole The correct decreasing order of their basic strength is:

Options

  1. A(I) > (II) > (III) > (IV)
  2. B(I) > (III) > (II) > (IV)
  3. C(IV) > (III) > (II) > (I)
  4. D(I) > (IV) > (II) > (III)

Correct answer

A. (I) > (II) > (III) > (IV)

Step-by-step solution

The basic strength of nitrogenous compounds depends on the availability of the lone pair of electrons on the nitrogen atom for protonation. (I) Pyrrolidine: It is a saturated secondary amine. The nitrogen atom is sp³ hybridized and the lone pair is localized, making it highly available. It is the strongest base among the given compounds. (II) Pyridine: The nitrogen atom is sp² hybridized. Its lone pair resides in an sp² orbital and is not part of the aromatic -system. However, due to the higher electronegativity of

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