Question

Diethyl ether can be distinguished from $n$-butanol by
(1) aqueous $FeCl _{3}$
(2) reaction with Na metal
(3) Tollens' reagent
(4) reaction with chromic anhydride $\left( CrO _{3}\right)$ in dil. $H _{2} SO _{4}$

• A. 1, 2 and 3 are correct
• B. 1 and 2 are correct
• C. 2 and 4 are correct
• D. 1 and 3 are correct

Answer 1

Answer: (C)

$CH _{3} CH _{2} CH _{2} CH _{2} OH + Na \longrightarrow CH _{3} CH _{2} CH _{2} CH _{2} \overset{-}{ O } \overset{+}{Na} + H _{2}$
$CH _{3} CH _{2} OCH _{2} CH _{3}+ Na \longrightarrow $ no reaction
$CH _{3} CH _{2} CH _{2} CH _{2} OH \xrightarrow{ CrO _{3}+\text { dil } H _{2} SO _{4}} $
$CH _{3} CH _{2} CH _{2} CHO \xrightarrow{[ O ]} CH _{3} CH _{2} CH _{2} COOH$