A) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}Cl\xrightarrow[{{H}_{2}}O]{Mg/ether}\]
B) \[C{{H}_{3}}COCl\xrightarrow[{{H}_{2}}O]{C{{H}_{3}}MgX}\]
C) \[C{{H}_{3}}CH=C{{H}_{2}}\xrightarrow[C{{H}_{3}}COOH]{{{B}_{2}}{{H}_{6}}}\]
D) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ OH \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{P/HI}\]
Correct Answer: B
Solution :
(i) \[\underset{propyl\text{ }chloride}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}Cl}}\,\xrightarrow[{{H}_{2}}O]{Mg/ether}\underset{propane}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{3}}}}\,\] (ii)\[\underset{propene}{\mathop{C{{H}_{3}}CH=C{{H}_{2}}}}\,\xrightarrow[C{{H}_{3}}COOH]{{{B}_{2}}{{H}_{6}}}\underset{propane}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{3}}}}\,\] (iii) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ \underset{propyi\text{ }chloride}{\mathop{OH}}\, \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{P/HI}\underset{propane}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{3}}}}\,\] (iv) Acid chloride on reaction with Grignard reagent \[(C{{H}_{3}}MgX)\] give ketone. \[\underset{acetyl\text{ }chloride}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix} O \\ || \end{smallmatrix}}{\mathop{C}}\,-Cl}}\,+C{{H}_{3}}+MgX\xrightarrow{{{H}_{2}}O}\]
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