Question

The sequence of reagents required to convert ethyl bromide to propanal is:

• A. \( CH_3COOAg, \text{DIBAL-H, H}_2O \)
• B. \( CH_3COOAg, \text{LiAlH}_4, H_2O \)
• C. \( Mg/ether, HCHO, H_2O \)
• D. \( CH_3COOH, \text{LiAlH}_4, H_2O \)

Hint:

DIBAL-H selectively reduces esters to aldehydes without over-reduction to alcohols.

Answer 1

The Correct Option is A

Step 1: Understanding the conversion steps 
1. Ethyl bromide reacts with silver acetate (CH₃COOAg) to form ethyl acetate. 
2. DIBAL-H (Diisobutylaluminium hydride) selectively reduces ethyl acetate to propanal. 
3. Hydrolysis ensures complete conversion to aldehyde without further reduction to alcohol.