A) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}OH\]
B) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}CHO\]
C) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
D) \[C{{H}_{3}}\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{CH}}\,CHO\]
Correct Answer: A
Solution :
\[C{{H}_{3}}CHO\xrightarrow[aldol\text{ }condensation]{Dil\text{ }NaOH}\underset{3-hydroxy\text{ }butanal}{\mathop{C{{H}_{3}}CHOHC{{H}_{2}}CHO}}\,\] \[\xrightarrow[{}]{\Delta \text{ }dehydration}\underset{\begin{smallmatrix} crotonaldehyde \\ \,\,\,\,\,\,\,\,\,\,\,\,\,\,(B) \end{smallmatrix}}{\mathop{C{{H}_{3}}CH=CHCHO}}\,\xrightarrow[hydrogenation]{Ni/N{{H}_{2}}}\] \[\underset{1-butanal\text{ }(C)}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}CHO}}\,\xrightarrow[{}]{Ni/{{H}_{2}}}\underset{butan-1-ol\text{ }(D)}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}OH}}\,\]
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