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Which of these compounds are aromatic in...

Which of these compounds are aromatic in character?

A

Benzene

B

Pyrole

C

Pyridine

D

All of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds are aromatic in character, we need to evaluate each compound based on the criteria for aromaticity. A compound is considered aromatic if it meets the following three conditions: 1. **Planarity**: The compound must be planar. 2. **Conjugation**: The compound must have a continuous overlap of p-orbitals (conjugated system). 3. **Hückel's Rule**: The compound must have \(4n + 2\) π electrons, where \(n\) is a non-negative integer (0, 1, 2, ...). Now, let's analyze each compound: ### Step 1: Analyze Benzene - **Structure**: Benzene (C₆H₆) is a cyclic compound with alternating double bonds. - **Planarity**: Benzene is planar. - **Conjugation**: It has a continuous overlap of p-orbitals due to its alternating double bonds. - **π Electrons**: Benzene has 6 π electrons (from the 3 double bonds). - **Hückel's Rule**: \(n = 1\) gives \(4(1) + 2 = 6\). This satisfies Hückel's rule. **Conclusion**: Benzene is aromatic. ### Step 2: Analyze Pyrrole - **Structure**: Pyrrole (C₄H₄NH) has a five-membered ring with one nitrogen atom. - **Planarity**: Pyrrole is planar. - **Conjugation**: The nitrogen atom has a lone pair that can participate in the conjugated system. - **π Electrons**: Pyrrole has 4 π electrons from the double bonds and 2 from the lone pair on nitrogen, totaling 6 π electrons. - **Hückel's Rule**: \(n = 1\) gives \(4(1) + 2 = 6\). This satisfies Hückel's rule. **Conclusion**: Pyrrole is aromatic. ### Step 3: Analyze Pyridine - **Structure**: Pyridine (C₅H₅N) is a six-membered ring with one nitrogen atom. - **Planarity**: Pyridine is planar. - **Conjugation**: It has alternating double bonds, and the nitrogen does not contribute its lone pair to the π system. - **π Electrons**: Pyridine has 6 π electrons from the 3 double bonds. - **Hückel's Rule**: \(n = 1\) gives \(4(1) + 2 = 6\). This satisfies Hückel's rule. **Conclusion**: Pyridine is aromatic. ### Final Conclusion Since all three compounds (benzene, pyrrole, and pyridine) satisfy the criteria for aromaticity, we conclude that: **All of these compounds are aromatic in character.**
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