Exam 25: Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

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Predict the two major products of the reaction below. Predict the two major products of the reaction below.

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Devise a synthesis to carry out the following transformation. Devise a synthesis to carry out the following transformation.

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Draw the mechanism for the reaction below,including the structure of the most stable intermediate,and predict the major product.Label each step,and indicate the rate-determining step. Draw the mechanism for the reaction below,including the structure of the most stable intermediate,and predict the major product.Label each step,and indicate the rate-determining step.

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Halogen substituents are deactivating but are ortho/para directors.Explain.

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Draw the most stable resonance structure of the intermediate formed in the reaction below,and predict the major product(s). Draw the most stable resonance structure of the intermediate formed in the reaction below,and predict the major product(s).

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Draw a resonance structure to explain why anisole undergoes electrophilic aromatic nitration reactions at a higher rate than benzene.

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Which of the following is an intermediate in the mechanism for the reaction below? Which of the following is an intermediate in the mechanism for the reaction below?

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Which of the following would undergo nitration at the highest rate?

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A student proposes the following synthesis to produce ethylbenzene as the major product.Explain the error in this proposed synthesis,and suggest an alternative synthetic route. A student proposes the following synthesis to produce ethylbenzene as the major product.Explain the error in this proposed synthesis,and suggest an alternative synthetic route.

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Which structure represents a major intermediate in the chlorination of nitrobenzene?

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