Question

Acetone can not be obtained from :

• A. hydrolysis of isopropylidene chloride
• B. hydration of propyne
• C. dehydrogenation of isopropyl alcohol
• D. hydrolysis of ester

Answer 1

The correct option is D hydrolysis of ester

Acetone can be obtained from transformations in (A), (B) and (C), but cannot be obtained from transformation in (D).
(A) Hydrolysis of isopropylidene chloride gives propane-2,2-diol, which loses a molecule of water to form acetone.
(B) Hydration of propyne in the presence of $HgS{O}_4$ and $H_{2}S{O}_4$ gives acetone.
(C) Dehydrogenation (oxidation) of isopropyl alcohol in the presence of acidified potassium dichromate gives acetone.