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MGIMS WARDHA MGIMS WARDHA Solved Paper-2014

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

    A)  chloroform        

    B)  chloral

    C)  methyl chloride    

    D)  monochloroacetic acid

    Correct Answer: B

    Solution :

                    Molecular formula of \[A={{C}_{2}}C{{l}_{3}}OH\] As  reduces Fehtings solution and on oxidation gives a monocarboxylic acid (S). It means  must be an aldehyde, i.e., \[\underset{(A)}{\mathop{CC{{l}_{3}}CHO}}\,\]. This is further confirmed by the reaction. \[{{C}_{2}}{{H}_{5}}OH+C{{l}_{2}}\xrightarrow[Oxidation]{[O]}C{{H}_{3}}CHO\]                                 \[\xrightarrow[Chlorination]{C{{l}_{2}}}CC{{l}_{3}}CHO\] A = Chloral \[[CC{{l}_{3}}CHO]\]


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