JEE MainChemistryAlcohols Phenols and Ethers
Consider the following sequence of reactions: Acetaldehyde HCN A H ₃ O ^+ B B Acetone, H ^+ C (Major Product) The IUPAC name of the major product C is:
Options
- A3,6-dimethyl-1,4-dioxane-2,5-dione
- BIsopropyl 2-hydroxypropanoate
- C2,2,4-trimethyl-1,3-dioxolan-5-one
- D2,2,5-trimethyl-1,3-dioxolan-4-one
Correct answer
D. 2,2,5-trimethyl-1,3-dioxolan-4-one
Step-by-step solution
Step 1: Acetaldehyde reacts with HCN to undergo nucleophilic addition, forming acetaldehyde cyanohydrin (A). CH ₃ CHO + HCN CH ₃ CH ( OH ) CN Step 2: Acidic hydrolysis of the nitrile group in A yields lactic acid (2-hydroxypropanoic acid), which is B. CH ₃ CH ( OH ) CN + H ₃ O ^+ CH ₃ CH ( OH ) COOH + NH ₄^+ Step 3: Lactic acid (B) reacts with acetone in the presence of an acid catalyst. The hydroxyl group of lactic acid attacks the carbonyl carbon of acetone to form a hemiketal. Subsequently, intramolecular esteri