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Question

Identify Z in the sequence of reactions:
CH3CH2CH=CH2HBr−−−→H2O2YC2H5ONa−−−−−−→Z

A
CH3(CH2)3OCH2CH3
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B
(CH3)2CHOCH2CH3
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C
CH3(CH2)4OCH3
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D
CH3CH2CH(CH3)OCH2CH3
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Solution

The correct option is D CH3(CH2)3OCH2CH3
In the given sequence, the compound Z is CH3(CH2)3OCH2CH3.
HBr in presence of peroxide gives anti Markovnikoff addition product.
A molecule of HBr is added across C=C double bond. Br is added to C atom having more number of H atoms. 1o alkyl halide on reaction with C2H5ONa gives SN2 reaction.
Bromide ion is replaced with ethoxide ion.
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