A) \[C{{H}_{3}}C{{H}_{2}}CHOHC{{H}_{3}}\]
B) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}COC{{H}_{3}}\]
C) \[C{{H}_{3}}C{{H}_{2}}COC{{H}_{2}}C{{H}_{3}}\]
D) \[C{{H}_{3}}CO{{C}_{6}}{{H}_{5}}\]
Correct Answer: C
Solution :
Key Idea: Iodoform test is positive for compounds which have\[C{{H}_{3}}-\overset{\begin{smallmatrix} O \\ || \end{smallmatrix}}{\mathop{C}}\,\]group or\[2{}^\circ \] alcohol group. (a) \[\underset{has\text{ }2{}^\circ \text{ }alcoholic\text{ }group}{\mathop{C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\ OH \end{smallmatrix}}{\overset{\begin{smallmatrix} H \\ | \end{smallmatrix}}{\mathop{C}}}\,-C{{H}_{3}}}}\,\] (b)\[\underset{has\text{ }C{{H}_{3}}COC(-)\text{ }group}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}\overset{\begin{smallmatrix} O \\ |\,| \end{smallmatrix}}{\mathop{C}}\,C{{H}_{3}}}}\,\] (d)\[\underset{has\text{ }C{{H}_{3}}CO(-)\text{ }group}{\mathop{C{{H}_{3}}\overset{\begin{smallmatrix} O \\ |\,| \end{smallmatrix}}{\mathop{C}}\,{{C}_{6}}{{H}_{5}}}}\,\] \[\therefore \] compounds in choice (a), (b) and (d) give positive iodoform test. \[\underset{(c)}{\mathop{C{{H}_{3}}C{{H}_{2}}\overset{\begin{smallmatrix} O \\ |\,\,| \end{smallmatrix}}{\mathop{C}}\,C{{H}_{2}}C{{H}_{3}}}}\,\] \[\because \]This compound does not have\[C{{H}_{3}}CO(-)\] or \[2{}^\circ \]alcoholic group. \[\therefore \]It does not give positive iodoform test.
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