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Propose mechanisms for the following reactions. Additional products may be formed, but
Chapter 7, Problem PROBLEM 7-38(choose chapter or problem)
Propose mechanisms for the following reactions. Additional products may be formed, but your mechanism only needs to explain the products shown.
(a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{OH} \stackrel{\mathrm{H}_{2} \mathrm{SO}_{4}, 140{ }^{\circ} \mathrm{C}}{\longrightarrow} \mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{3}+\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{CH}_{3}\)
(Hint: Hydride shift)
Questions & Answers
QUESTION:
Propose mechanisms for the following reactions. Additional products may be formed, but your mechanism only needs to explain the products shown.
(a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{OH} \stackrel{\mathrm{H}_{2} \mathrm{SO}_{4}, 140{ }^{\circ} \mathrm{C}}{\longrightarrow} \mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{3}+\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2} \mathrm{CH}_{3}\)
(Hint: Hydride shift)
ANSWER:
Step 1 of 3
(a) The mechanism for the given reaction is shown below.
