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Pyridine And Its Reactions

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Presentation on theme: "Pyridine And Its Reactions"— Presentation transcript:

1 Pyridine And Its Reactions
M. Sc. II S.M. Joshi College Prof. Pawar A.A.

2 Aromatic Six-Membered-Ring Heterocycles

3 Pyridine reacts like a tertiary amine:
The pyridinium ion is a stronger acid than a typical ammonium ion Pyridine reacts like a tertiary amine:

4 Pyridine Is Aromatic The nitrogen lone pair is not released into the aromatic system because it is perpendicular to the  system. The nitrogen withdraws electrons by resonance, resulting in an electron-deficient ring system.

5 Pyridine undergoes electrophilic aromatic substitution at

6

7 The pyridine nitrogen is a meta director:

8 Pyridine is reactive toward nucleophilic aromatic substitution because of the presence of the electronegative nitrogen:

9 Pyridine undergoes nucleophilic aromatic substitution at
C-2 and C-4:

10 If the leaving groups at C-2 and C-4 are different, the
incoming nucleophile will preferentially substitute for the weaker base:

11 Bromination and Oxidation of
Substituted Pyridine

12 Diazotization of Aminopyridine

13 The a-hydrogens of alkyl substituents can be removed by base to generate anionic nucleophiles:
Pyridine a-hydrogen acidity is similar to that of ketone a-hydrogens

14 Quinoline and isoquinoline are ring-fused pyridine derivatives:

15 Reactions of pyridine-based anionic nucleophiles:

16 Thank You


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