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Current Question (ID: 17634)
Question:
$\text{Given below is a reaction sequence:}$ $\text{(a)} \quad \text{CH}_3 - \text{CH} - \text{CH} - \text{CH}_3 \xrightarrow{\text{H}^+/\text{Heat}} \text{A} + \text{B}$ $\text{(b)} \quad \text{HBr, dark} \quad \text{in absence of peroxide} \quad \text{C} + \text{D}$ $\text{The compounds A and C are respectively:}$
Options:
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1. $\text{CH}_3 \vert \text{CH}_3 - \text{C} = \text{CH}_2 \quad \text{and} \quad \text{CH}_3 - \text{C} - \text{CH}_2 - \text{CH}_3 \vert \text{Br}$
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2. $\text{CH}_3 \vert \text{CH}_3 - \text{C} = \text{CH}_2 \quad \text{and} \quad \text{CH}_3 - \text{CH} - \text{CH} - \text{CH}_3 \vert \text{Br}$
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3. $\text{CH}_3 \vert \text{CH}_2 = \text{C} - \text{CH}_3 \quad \text{and} \quad \text{CH}_3 - \text{C} - \text{CH}_2 - \text{CH}_3 \vert \text{Br}$
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4. $\text{CH}_3 \vert \text{CH}_2 = \text{C} - \text{CH}_3 \quad \text{and} \quad \text{CH}_2 - \text{CH} - \text{CH}_2 - \text{CH}_3 \vert \text{Br}$
Solution:
$\text{Hint: The first reaction is an example of an elimination reaction}$ $\text{Step 1:}$ $\text{The first reaction is an elimination reaction and then an electrophilic addition reaction takes place.}$ $\text{The reaction occurs with the rearrangement of the carbocation.}$ $\text{In the first reaction, alcohol is converted into an alkene. The reaction is as follows:}$ $\text{CH}_3 \vert \text{CH}_3 - \text{CH} - \text{CH}_2 \xrightarrow{\text{H}^+/\Delta} \text{CH}_3 - \text{CH} = \text{CH}_2 \quad \text{minor (B)}$ $\text{Step 2:}$ $\text{In the second step, the major product reacts with HBr and give an electrophilic addition reaction.}$ $\text{In this reaction, an alkene is converted into alkyl bromide.}$ $\text{The reaction is as follows:}$ $\text{CH}_3 \vert \text{CH}_3 - \text{C} = \text{CH}_2 \xrightarrow{\text{HBr (dark)}} \text{CH}_3 - \text{C} - \text{CH}_2 - \text{CH}_3 \vert \text{Br} \quad \text{Major (C)}$
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