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The Key Intermediate in the Following Reaction Would Be a Vinylic

Question 21

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The key intermediate in the following reaction would be a vinylic carbocation. \quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quadBr\mathrm{Br}
\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad |
CH3CH2CH2CH2−C≡C−H\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2}-\mathrm{C} \equiv \mathrm{C}-\mathrm{H}⟶HBrCH3COOH\underset{\mathrm{CH}_{3} \mathrm{COOH}}{\stackrel{\mathrm{HBr}}{\longrightarrow}}CH3CH2CH2CH2−C=CH2\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2}-\mathrm{C}=\mathrm{CH}_{2}

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