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Q. Two compounds $A$ and $B$ with same molecular formula $\left( C _{3} H _{6} O \right)$ undergo Grignard's reaction with methylmagnesium bromide to give products $C$ and $D$. Products $C$ and $D$ show following chemical tests.
Test C D
Ceric ammonium nitrate Test Positive Positive
Lucas Test Turbidity obtained after five minutes Turbidity obtained immediately
Iodoform Test Positive Negative

$C $ and $D$ respectively are :

JEE MainJEE Main 2020Alcohols Phenols and Ethers

Solution:

$\underset{(A)}{CH_3-CH_2-\overset{\underset{||}{O}}{C}} - H \ce{->[CH_3MgBr]} \underset{\overset{2^{\circ} \text{Alcohol}}{(C)}}{CH_3-CH_2 -\overset{\underset{|}{O}H}{CH} - CH_3}$

CAN test for alcohol : ✓

Iodoform test : ✓

$\underset{(B)}{CH_3-\overset{\underset{||}{O}}{C}} - CH_3 \ce{->[CH_3MgBr]} \underset{3^{\circ} \text{Alcohol}}{CH_3-\underset{\overset{|}{C}H_3}{\overset{\underset{|}{O}H}{C}} - CH_3}$

CAN test for alcohol : ✓

Lucas test : Immediately

Iodoform test : ✗