Question
Chemistry Question on Isomerism
A
Piperidine>Pyridine>Pyrrole
B
Pyrrole>Pyridine>Piperidine
C
Pyridine>Piperidine>Pyrrole
D
Pyrrole>Piperidine >Pyridine
Answer
Piperidine>Pyridine>Pyrrole
Explanation
Solution
Explanation: The basicity of a compound depends on the availability of the lone pair of electrons on nitrogen for protonation. The order of basic strength is:
N(sp3, localized lone pair) > N(sp2, localized lone pair) > N(sp2, delocalized lone pair, aromatic).
- Piperidine: Contains an sp3-hybridized nitrogen atom with a localized lone pair, making it the strongest base.
- Pyridine: Contains an sp2-hybridized nitrogen atom with a localized lone pair, making it moderately basic.
- Pyrrole: Contains an sp2-hybridized nitrogen atom with a delocalized lone pair due to its involvement in the aromatic ring, making it the least basic.
Thus, the order of basic strength is:
Piperidine > Pyridine > Pyrrole.
Thus the correct answer is Option 1.