When chlorobenzene reacts with a hot solution of sulfuric and nitric acids, an interesting result occurs: the reaction is slower than the reaction of the solution with benzene – which is similar to the result of the reaction of the solution with nitrobenzene – but it generates products with the same substitution pattern seen in the reaction of the solution with phenol. Explain why chlorobenzene has this curious reactivity.

Chemistry for Engineering Students
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Author:Lawrence S. Brown, Tom Holme
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Chapter10: Entropy And The Second Law Of Thermodynamics
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Problem 10.53PAE: Silicon forms a series of compounds analogous to the al-kanes and having the general formula...
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Imagine that phenol (“hydroxybenzene”) and nitrobenzene are reacted (in separate beakers) with a hot solution containing both concentrated sulfuric acid and concentrated nitric acid.

A) When chlorobenzene reacts with a hot solution of sulfuric and nitric acids, an interesting result occurs: the reaction is slower than the reaction of the solution with benzene – which is similar to the result of the reaction of the solution with nitrobenzene – but it generates products with the same substitution pattern seen in the reaction of the solution with phenol. Explain why chlorobenzene has this curious reactivity.

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