Question

A compound reacts with sodium to liberate hydrogen gas. Upon oxidation, it gives ketone. The formula of the compound can be:

• A. $C{H}_{3}C{H}_{2}OH$
• B. $C{H}_{3}CH\left(OH\right)C{H}_3$
• C. $C{H}_{3}C{H}_{2}C{H}_{2}OH$
• D. $C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}OH$

Answer 1

Answer: (B)

$C{H}_{3}CH\left(OH\right)C{H}_3$

The compound reacts with sodium and liberates hydrogen.

So, it must have an acidic hydrogen.

Alcohol has acidic hydrogen and on oxidation, secondary alcohol gives ketone.

Primary alcohol gives aldehyde.

Options A, B and D are primary alcohols.

$C{H}_{3}CH\left(OH\right)C{H}_3\stackrel{\left[O\right]}{\to }C{H}_{3}COC{H}_3$

Option B is correct.