Question:
Identify the product formed when Hex-3-enenitrile is reduced with diisobutylaluminium hydride followed by acid hydrolysis?
Identify the product formed when Hex-3-enenitrile is reduced with diisobutylaluminium hydride followed by acid hydrolysis?
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DIBAL-H: Nitrile $\rightarrow$ Aldehyde (Double bonds remain untouched).
Updated On: Jun 19, 2026
- Hexanal
- Hexan-3-one
- Hex-3-enal
- Hexanoic acid
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The Correct Option is C
Solution and Explanation
Step 1: Concept
Diisobutylaluminium hydride (DIBAL-H) is a selective reducing agent.
Step 2: Meaning
DIBAL-H reduces nitriles (-CN) to aldehydes (-CHO) without affecting carbon-carbon double bonds.
Step 3: Analysis
- Hex-3-enenitrile has a double bond at C3 and a nitrile group.
- Reduction of -CN to -CHO gives Hex-3-enal.
Step 4: Conclusion
Hence, the correct product is Hex-3-enal. Final Answer: (C)
Diisobutylaluminium hydride (DIBAL-H) is a selective reducing agent.
Step 2: Meaning
DIBAL-H reduces nitriles (-CN) to aldehydes (-CHO) without affecting carbon-carbon double bonds.
Step 3: Analysis
- Hex-3-enenitrile has a double bond at C3 and a nitrile group.
- Reduction of -CN to -CHO gives Hex-3-enal.
Step 4: Conclusion
Hence, the correct product is Hex-3-enal. Final Answer: (C)
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