Chhattisgarh PMT Chhattisgarh PMT Solved Paper-2004

  • question_answer
    A compound A has a molecular formula \[{{C}_{2}}C{{l}_{3}}OH\]. It reduces Fehling solution and on oxidation gives a monocarboxylic acid .A is obtained by action of chlorine on ethyl alcohol. A is

    A)  chloral        

    B)  \[C{{H}_{3}}Cl\]

    C)  \[C{{H}_{3}}Cl\]       

    D)  chloroacetic acid

    Correct Answer: A

    Solution :

    Chloral is obtained by the action of chlorine c ethyl alcohol (i) \[C{{l}_{2}}+\underset{ethyl\,alcohol}{\mathop{C{{H}_{4}}C{{H}_{2}}OH}}\,\xrightarrow{{}}\underset{acetaldehyde}{\mathop{C{{H}_{3}}CHO}}\,+2HCl\] \[C{{H}_{3}}CHO+3C{{l}_{2}}\xrightarrow{{}}\underset{chloral}{\mathop{CC{{l}_{3}}CHO}}\,+3HCl\] Chloral reduces Fehling solution and on oxidation gives a trichloro ethanoic add (monocarboxylic acid). \[\underset{(A)}{\mathop{\underset{chloral}{\mathop{CC{{l}_{3}}CHO}}\,}}\,+2CuO\xrightarrow{{}}CC{{l}_{3}}\underset{(B)}{\mathop{-COOH}}\,\]\[\underset{(red\,\,ppt.)}{\mathop{\underset{cuprous\,oxide}{\mathop{+C{{u}_{2}}O}}\,}}\,\] So, compound A is chloral \[(CC{{l}_{3}}CHO)\]


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