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Question
What is the action of following reagents on pent-3-enal?
- H2/Ni
- LiAlH4/H3O+
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Solution
Pent-3-enal contains an isolated > C = C < and an aldehyde group. H2/Ni can reduce both these functional groups while LiAlH4 can reduce only –CHO of the two.
- H2/Ni:
\[\ce{\underset{\text{Pent-3-enal}}{CH3 - CH = CH - CH2 - CHO} ->[H2/Ni]\underset{\text{Pentan-1-ol}}{CH3 - CH2 - CH2 - CH2 - CH2 - OH}}\] - LiAlH4/H3O+:
\[\ce{\underset{\text{Pent-3-enal}}{CH3 - CH = CH - CH2 - CHO} ->[(i)LiAIH4][(ii)H3O+] \underset{\text{Pent-3-en-1-ol}}{CH3 - CH = CH - CH2 - CH2 - OH}}\]
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