NEETChemistryHydrocarbonsMCQ+4 / −1
In pyrrole the electron density is maximum on


- A2 and 3
- B3 and 4
- C2 and 4
- D2 and 5
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Correct answer: D
Pyrrole has maximum electron density on
2 and 5. It generally reacts with electrophiles at the
C-2 or C-5 due to the highest degree of stability of
the protonated intermediate.

Attack at position 3 or 4 yields a carbocation that is
a hybrid of structures (I) and (II). Attack at position
2 or 5 yields a carbocation that is a hybrid not only
of structures (III) and (IV) (analogous to I and II) but
also of structure (V). The extra stabilization conferred
by (V) makes this ion the more stable one.
Also, attack at position 2 or 5 is faster because the
developing positive charge is accommodated by
three atoms of the ring instead of by only two.
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