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Diazo Retrosynthesis
19. Reactions of Aromatics: EAS and Beyond / Diazo Retrosynthesis / Problem 1

When tert-pentylbenzene is converted to a phenol through the benzyne mechanism, two products are formed. Construct a sequence of steps involving a diazonium ion such that only one of the products is produced.
Reaction scheme showing tert-pentylbenzene to phenol via benzyne mechanism with two products.

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