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← JEE Main 2017 · 9 Apr · Shift 1
ChemistrySingle correct+4 / -1Question 60 of 90

JEE Main 2017 · 9 Apr · Shift 1, Chemistry question 60

Among the following compounds, the increasing order of their basic strength is :

Four amines: (I) aniline, (II) pyrrole, (III) N-methylpiperidine, (IV) cyclohexylamine.
Choose one option
Answer and worked solution

Official answer: C

Pyrrole's lone pair is part of its aromatic sextet, so it is the weakest base. In aniline the lone pair is delocalised into the ring. Cyclohexylamine is a primary alkylamine, and N-methylpiperidine, a tertiary amine with alkyl groups pushing electrons onto N, is the strongest: II < I < IV < III.