Indole (Fig. 26.1, p. 1328) can undergo electrophilic substitution reactions. The

Chapter 26, Problem 26.37

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Indole (Fig. 26.1, p. 1328) can undergo electrophilic substitution reactions. The following reaction is an example: The electrophilic species in this reaction that reacts with indole is the following diazonium ion. Draw a curved-arrow mechanism for the electrophilic aromatic substitution reaction of this ion with indole and use it to derive the structure of the product, an azo dye.

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