Anticipating the isolation of the potentially aromatic hydrocarbon B, a group of chemists irradiated compound A with

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Anticipating the isolation of the potentially aromatic hydrocarbon B, a group of chemists irradiated compound A with ultraviolet light. Compound C was obtained as a product instead of B.H H m H A B light

(a) Explain why compound B might be expected to be unstable in spite of its cyclic array of 4n + 2 π electrons.

(b) Explain why the formation of compound B is allowed by the pericyclic selection rules.

(c) Account for the formation of the observed product C.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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