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Question

In the given sequence of reaction, the final product will be:
CH2=CH−CH2CH3HBr/H2O−−−−−−→AC2H5ONa−−−−−−→B

A
CH3OC2H5
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B
CH3(CH2)3OC2H5
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C
(CH3)2CHOCH(CH3)2
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D
CH3CH(OCH2CH3)CH2CH3
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Solution

The correct option is B CH3CH(OCH2CH3)CH2CH3
The sequence of the reactions is as shown.
CH2=CHCH2CH3HBr/H2O−−−−−CH3CH(Br)CH2CH3AC2H5ONa−−−−−CH3CH(OCH2CH3)CH2CH3B
In the first step, a molecule of HBr is added to C=C double bond. Bromine atom is added to more substituted C atom and H atom is added to less substituted C atom. Second step is williamson synthesis in which sodium alkoxide reacts with alkyl halide to form an ether.

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