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  4. What is the correct order of basicity among the following compounds ?

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Q. What is the correct order of basicity among the following compounds ?Chemistry Question Image

AIIMSAIIMS 2017Amines

Solution:

The conjugate acid formed by addition of a proton to I is stabilised by two equivalent resonance structures and hence, compound I is the most basic. Further 2$^{\circ}$ amines (III) are more basic than 1$^{\circ}$ amines (II) while amides (IV) are least basic due to delocalisation of lone pair of electrons of N over the CO group. Thus, the order is : I > III > II > IV.

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