Question:
Identify the main product of following reaction
Identify the main product of following reaction
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DIBAL-H partially reduces esters to aldehydes at low temperature.
Updated On: Oct 1, 2026
- \(\text{R}-\text{COOH}\)
- \(\text{RCOR}^'\)
- \(\text{RCHO}\)
- \(\text{R CH}_2\text{ OH}\)
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The Correct Option is C
Solution and Explanation
Step 1: Understanding the Concept:
The reactant in the figure is an ester, \(\text{R-CO-OR'}\), treated with DIBAL-H (diisobutylaluminium hydride) and then \(\text{H}_3\text{O}^+\).
Step 2: Reaction:
DIBAL-H is a bulky reducing agent. It delivers one hydride to the ester carbonyl and gives a stable tetrahedral intermediate. Hydrolysis of this intermediate releases the aldehyde and the alcohol \(\text{R'OH}\).
\[ \text{R-COOR'} \xrightarrow{\text{DIBAL-H}} \xrightarrow{\text{H}_3\text{O}^+} \text{R-CHO} + \text{R'OH} \]
The acid \(\text{R-COOH}\) would need oxidation, the ketone has no source for a second R group, and the primary alcohol needs a stronger reagent like \(\text{LiAlH}_4\).
Final Answer:
The main product is the aldehyde RCHO, option (C). \[ \boxed{\text{RCHO}} \]
The reactant in the figure is an ester, \(\text{R-CO-OR'}\), treated with DIBAL-H (diisobutylaluminium hydride) and then \(\text{H}_3\text{O}^+\).
Step 2: Reaction:
DIBAL-H is a bulky reducing agent. It delivers one hydride to the ester carbonyl and gives a stable tetrahedral intermediate. Hydrolysis of this intermediate releases the aldehyde and the alcohol \(\text{R'OH}\).
\[ \text{R-COOR'} \xrightarrow{\text{DIBAL-H}} \xrightarrow{\text{H}_3\text{O}^+} \text{R-CHO} + \text{R'OH} \]
The acid \(\text{R-COOH}\) would need oxidation, the ketone has no source for a second R group, and the primary alcohol needs a stronger reagent like \(\text{LiAlH}_4\).
Final Answer:
The main product is the aldehyde RCHO, option (C). \[ \boxed{\text{RCHO}} \]
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