Question detail

Compare the stability of benzene with theoretical cyclohexatriene.

Try the question, check the answer, then read the explanation to understand the curriculum point.

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Question

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Style

Topic

Aromatic chemistry (A-level only)

Question

Compare the stability of benzene with theoretical cyclohexatriene.

Answer

Benzene is more stable than theoretical cyclohexatriene due to the delocalisation of electrons across the ring structure, which lowers the overall energy. Cyclohexatriene, with alternating double bonds, would be expected to have localized pi bonds, making it less stable than benzene.

Explanation

This answer effectively highlights the key difference in stability between benzene and cyclohexatriene, emphasizing the importance of electron delocalisation in aromatic compounds. The question assesses the ability to apply knowledge of stability concepts in organic chemistry.

Common mistake

Misunderstanding Delocalisation

Students often think that benzene has alternating single and double bonds instead of a delocalised electron model.

To correct this, remember that benzene's structure is represented by a hexagonal ring with delocalised electrons, which are shared across all carbon atoms, leading to equal bond lengths.

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