Question

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 :

• A.
• B.
• C.
• D.

Answer 1

Answer: (C)

$\underset{(A)}{C{H}_3-C{H}_2-\stackrel{\underset{||}{O}}{C}}-H\stackrel{\mathrm{CH}{}_3\mathrm{MgBr}}{\to }\underset{\stackrel{2^{\circ }\text{Alcohol}}{(C)}}{C{H}_3-C{H}_2-\stackrel{\underset{|}{O}H}{\mathrm{CH}}-C{H}_3}$

CAN test for alcohol : ✓

Iodoform test : ✓

$\underset{(B)}{C{H}_3-\stackrel{\underset{||}{O}}{C}}-C{H}_3\stackrel{\mathrm{CH}{}_3\mathrm{MgBr}}{\to }\underset{3^{\circ }\text{Alcohol}}{C{H}_3-\underset{\stackrel{|}{C}{H}_3}{\stackrel{\underset{|}{O}H}{C}}-C{H}_3}$

CAN test for alcohol : ✓

Lucas test : Immediately

Iodoform test : ✗