JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
Correct order of basic strength of Pyrrole
, Pyridine
and Piperidine
is :
, Pyridine
and Piperidine
is :- APyridine > Piperidine > Pyrrole
- BPyrrole > Piperidine > Pyridine
- CPyrrole > Pyridine > Piperidine
- DPiperidine > Pyridine > Pyrrole
View written solutionFree
Correct answer: D
-
Basicity depends on availability of the lone pair on nitrogen for donation to a proton.
-
Piperidine:
- Piperidine is a saturated aliphatic amine.
- The lone pair on nitrogen is localized and easily available for protonation.
- Hence, it is strongly basic.
-
Pyridine:
- In pyridine, nitrogen is hybridized.
- Its lone pair lies in an orbital and is not involved in the aromatic sextet.
- So it is available for protonation, but due to greater -character of orbital, it is held more tightly than in piperidine.
- Therefore, pyridine is less basic than piperidine.
-
Pyrrole:
- In pyrrole, the lone pair on nitrogen is part of the aromatic sextet.
- If this lone pair is donated to a proton, aromaticity is lost.
- Therefore, the lone pair is least available for protonation.
- Hence, pyrrole is very weakly basic.
-
Therefore, the correct order of basic strength is
-
Checking options:
- A: ❌
- B: ❌
- C: ❌
- D: ✅
So, the correct answer is D.
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