RAJASTHAN ­ PET Rajasthan PET Solved Paper-2004

  • question_answer
    A carbonyl compound [A] forms compound [B] on reaction with HCN. By the hydrolysis of compound [B], compound [C] is obtained. The compound [C] shows optical isomerism and give iodoform test. Compound [A], is

    A)  formaldehyde    

    B)  acetaldehyde

    C)  acetone         

    D)  None of these

    Correct Answer: B

    Solution :

     \[\underset{(A)}{\mathop{C{{H}_{3}}CHO}}\,+HCN\xrightarrow[{}]{{}}\underset{(B)}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  CN \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{CH}}}\,}}\,\xrightarrow[{}]{{{H}_{2}}O}\] \[\underset{(C)}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  COOH \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{{{C}^{*}}}}}\,}}\,-H\] Compound [C] contains asymmetric carbon atom hence it shows optical isomerism. It also gives iodoform test due to the presence of \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{CH}}\,\] group.


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