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Pyridine like benzene, has six pi -elect...

Pyridine like benzene, has six `pi` -electrons in delocalized `pi` -orbitals, but unlike benzene the orbitals will be deformed as electrons are more attracted towards the nitrogen atom because of its high electro negativity. This is reflected in the dipole of pyridine which has the negative end on N and the positive end on the nucleus. We can compare the respective properties of benzene, pyridine, pyrrole, furan and thiophene, which very frequently give aromatic electrophilic and nucleophilic substitution reactions in different positions.
Nitration, chlorination, bromination of pyridine is very difficult at normal conditions. Why?

A

High aromaticity of pyridine than benzene

B

Pyridine has an lone pair of e-s on nitrogen so it protonates

C

pyridine has 5 carbon atoms

D

pyridine is cyclic compound.

Text Solution

Verified by Experts

The correct Answer is:
B

In pyridine .N. is highly EN. So it protonates and can behave as Lewis base.
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Pyridine like benzene, has six pi -electrons in delocalized pi -orbitals, but unlike benzene the orbitals will be deformed as electrons are more attracted towards the nitrogen atom because of its high electro negativity. This is reflected in the dipole of pyridine which has the negative end on N and the positive end on the nucleus. We can compare the respective properties of benzene, pyridine, pyrrole, furan and thiophene, which very frequently give aromatic electrophilic and nucleophilic substitution reactions in different positions. Which of the following compounds are aromatic.

Pyridine like benzene, has six pi -electrons in delocalized pi -orbitals, but unlike benzene the orbitals will be deformed as electrons are more attracted towards the nitrogen atom because of its high electro negativity. This is reflected in the dipole of pyridine which has the negative end on N and the positive end on the nucleus. We can compare the respective properties of benzene, pyridine, pyrrole, furan and thiophene, which very frequently give aromatic electrophilic and nucleophilic substitution reactions in different positions. Arrange the following in increasing order of aromatic character.

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