$($b$)$ Answer BOTH parts $($i$)$ and $($ii$).$

$($i$)$ Heating enantioenriched ketone $8$ in a solution of NaOD in $D_{2}O$ yields

product A$.$ Measurement of its optical rotation shows that $A$ is optically

inactive. Suggest a structure for A and provide a reaction mechanism for its

formation.

Chemical Formula:

$C_{11}{H}_{16}{D}_{4}O$

$C_{11}{H}_{20}O$