Identify Z in sequence of reactions :

(C H_{2})_{3} - C H_{2} - O - C H_{2} C H_{3}

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C H_{3} - (C H_{2})_{4} - O - C H_{3}

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C H_{3} C H_{2} - C H - O - C H_{2} C H_{3}

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C H_{3} - (C H_{2})_{3} - O - C H_{2} C H_{3}

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Solution

The correct option is D $C H_{3} - (C H_{2})_{3} - O - C H_{2} C H_{3}$

Addition of HBr to alkene in presence of peroxide gives anti Markovnikov's product.
From the given option it is cleared that it undergoes substitution reaction.
$1^{\circ}$ alkyl halide on reaction with $C_{2} H_{5} O N a gives S_{N} 2$ reaction.

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