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QJEEAdv17Chcad0: JEE Advanced 2017 Chemistry - Class 12 JEEAdv17Chcad0 Solution: The order of basicity among the following compounds is

The order of basicity among the following compounds is

JEE Advanced 2017 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 29 English

Multiple Choice Options

  • A II>I>IV>III{\rm I}{\rm I} > {\rm I} > {\rm I}V > {\rm I}{\rm I}{\rm I}
  • B IV>II>III>I{\rm I}V > {\rm I}{\rm I} > {\rm I}{\rm I}{\rm I} > {\rm I}
  • C IV>I>II>III{\rm I}V > {\rm I} > {\rm I}{\rm I} > {\rm I}{\rm I}{\rm I}
  • D I>IV>III>II{\rm I} > {\rm I}V > {\rm I}{\rm I}{\rm I} > {\rm I}{\rm I}

Step-by-Step Verified Solution

(d) : Greater the electron density on nitrogen, more basic is the compound. Thus, order of basicity is :

IV > I > II > III

The conjugate acid of IV is stabilized by resonance with lone pairs on both N¨H2\ddot N{H_2} groups.

JEE Advanced 2017 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 29 English Explanation 1

The conjugate acid of I is stabilized by resonance with lone pair on −- N¨H2\ddot N{H_2} group and by hyperconjugation of −- CH3 group.

JEE Advanced 2017 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 29 English Explanation 2

The conjugate acid of II is stabilized by resonance with lone pair on

JEE Advanced 2017 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 29 English Explanation 3

group.

JEE Advanced 2017 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 29 English Explanation 4

In compound III, the lone pair of nitrogen is involved in aromaticity. So, it is least basic.

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