Concept:The reaction that does not give the correct combination of reactants and major products is identified by checking the reducing ability of DIBAL‑H.
Explanation:Option C is incorrect.
DIBAL‑H at low temperature selectively reduces a nitrile (
−CN) to an aldehyde (
−CHO) without affecting a carbon‑carbon double bond (
C=C).
The starting reactant is
CH3​−CH=CH−CH2​−CH2​−CN.
After reduction with DIBAL‑H followed by hydrolysis, the major product should be
CH3​−CH=CH−CH2​−CH2​−CHO (an unsaturated aldehyde).
However, the given product is
CH3​−(CH2​)4​−CHO, which is a fully saturated aldehyde.
Thus, the product shown does not match the expected outcome of the reaction.
Answer:Option C