Question

If $3-hexanone$ is reacted with $NaB{H}_4$ followed by hydrolysis with $D_{2}O$, the product will be :

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

Answer 1

Answer: (C)

$C{H}_{3}C{H}_{2}CH\left(OD\right)C{H}_{2}C{H}_{2}C{H}_3$

$3-hexanone$ is reacted with NaBH4 followed by hydrolysis with $D_{2}O$, the product will be $C{H}_{3}C{H}_{2}CH\left(OD\right)C{H}_{2}C{H}_{2}C{H}_3$. Carbonyl group is reduced to hydroxyl group in which D atom is present in the place of H atom.