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Q. An alcohol of formula $C _{9} H _{12} O (A)$ reacts with $Na _{2} Cr _{2} O _{7}$ to form a compound having formula $C _{9} H _{10} O$. The original alcohol might be:

Alcohols Phenols and Ethers

Solution:

$D U$ in $A=4^{\circ}$, (benzene ring)
$DU$ in $B =5^{\circ}$ (benzene ring and image
Hence (A) is $2^{\circ}$-alcohol.
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