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Q. In the reaction below, $X$ is Neo-pentyl alcohol $ \xrightarrow{H_2SO_4} X$

Delhi UMET/DPMTDelhi UMET/DPMT 2009Alcohols Phenols and Ethers

Solution:

$\xrightarrow{-H_2O} CH_3 - \underset{\overset{|}{C}H_3}{\overset{\underset{|}{C}H_3}{C}} - \overset{+}{C}H_3 \xrightarrow{\text{Methyl shift}}$
$CH_3 - \underset{\overset{|}{C}H_3}{\overset{\oplus}{C}} - CH_2CH_3 \xrightarrow[-H^+]{} \underset{\text{2 - methyl but -2 - ene}}{CH_3 - \underset{\overset{|}{C}H_3}{C} = CHCH_3}$

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