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Chemistry Question on Hydrocarbons

Identity Z in the sequence of reactions, CH3CH2CH=CH2→HBr/H2O2Y→C2H5ONaZCH_3 CH_2 CH=CH_2 \xrightarrow{HBr/H_2 O_2}Y \xrightarrow{C_2H_5 ON_a}Z

A

CH3−(CH2)3−O−CH2CH3CH_3-(CH_2)_3-O-CH_2CH_3

B

(CH3)2CH2−O−CH2CH3(CH_3)_2 CH_2-O-CH_2CH_3

C

CH3(CH2)4−OCH3 CH_3(CH_2)_4-OCH_3

D

CH3CH2CH(CH3)OCH2CH3 CH_3 CH_2CH(CH_3)OCH_2CH_3

Answer

CH3−(CH2)3−O−CH2CH3CH_3-(CH_2)_3-O-CH_2CH_3

Explanation

Solution

CH3CH2CH=CH2→Anti−Markownikoff′s ruleHBr/H2O2CH_3 CH_2CH =CH_2 \xrightarrow[Anti-Markownikoff's\, rule]{HBr/H_2O_2}
CH3CH2CH2CH2Br→           Bromo−butananeCH_3 CH_2CH_2CH_2 Br \xrightarrow{ \, \, \, \, \, \, \, \, \, \, \, }Bromo-butanane
\hspace70mm (1^\circ\, product)
CH3CH2CH2CH2Br→SN 2 reactionC2H5ONaCH_3 CH_2CH_2CH_2 Br\xrightarrow[S_N\, ^2\, reaction ]{C_2H_5ON_a }
\hspace50mm (Williamson-\, synthesis)
CH3CH2CH2CH2OC2H5CH_3 CH_2 CH_2 CH_2 OC_2 H_5
\hspace10mm E thoxy-butane