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in Organic Compounds Containing Nitrogen by (80.9k points)
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What is the correct order of basicity among the following compounds?

(a) II > I > III > IV 

(b) I > II > III > IV

(c) III > I > II > IV 

(d) I > III > II > IV

1 Answer

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Best answer

The correct option is: (d) I > III > II > IV

Explanation:

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° amines (III) are more basic than 1° 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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