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Identify Z in the sequence of reactions: CH₃CH₂CH—CH₂ → HBr/H₂O → Y → C₂H₅ONa → Z

1. CH₃(CH₂)₃—O—CH₂CH₃
2. (CH₃)₂CH₂—O—CH₂CH₃
3. CH₃(CH₂)₄—O—CH₃
4. CH₃CH₂—CH(CH₃)—O—CH₂CH₃

Correct answer: CH₃(CH₂)₃—O—CH₂CH₃

Solution

The reaction sequence involves the addition of HBr to the double bond, forming a bromoalkane (Y). Reaction with C₂H₅ONa leads to the formation of an ether (Z) via the Williamson ether synthesis. The correct product is CH₃(CH₂)₃—O—CH₂CH₃.

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