Question

Arrange in the decreasing order of basic nature,
a. i. Pyrrole ii. Pyridine ii. Aniline
b. i. Diphenylamine ii. Aniline ii. Cyclohexyl amine
c. i. p-Nitroaniline ii. Aniline iii. P-Methyl aniline.

Answer 1

Pyridine gt Aniline gt Pyrrol .
In (I) , lone pair of (N) is not in delocalisation of `bar(e)`.
In (II) and (III) lone pair of (N) is used in delocalisation of `pi bar(e)`.
But in (III), ` LP bar(e)`s on (N) are involved in aromatiocity , so it is less basic tha (II)
b. `(iii) gt (ii) (i)`
c. `(iii) gt (ii) gt (i) `