Question

Identify $Z$ in the sequence.
$CH_3CH_2CH \,=\, CH_2 \xrightarrow{HBr/H_2O_2} Y \xrightarrow{C_2H_5ONa} Z$

• A. $(CH_3)_2CHOCH_2CH_3$
• B. $CH_3CH_2CH(CH_3)-O-CH_2CH_3$
• C. $CH_3(CH_2)_3-O-CH_2CH_3$
• D. $CH_3(CH_2)_4-O-CH_3$

Answer 1

Answer: (C)

$CH_3CH_2CH \,=\, CH_2 \xrightarrow{HBr/H_2O_2} CH_3CH_2CH_2CH_2Br \xrightarrow{C_2H_5ONa} CH_3(CH_2)_3OC_2H_5 $
In presence of $H_2O_2,\, HBr$ adds in anti-Markownikoff’s way (peroxide effect).