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CET Karnataka Engineering CET - Karnataka Engineering Solved Paper-2005

  • 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 Fehlings solution and on oxidation gives a monocarboxylic acid . It means  must be an aldehyde.                 \[CC{{l}_{3}}\underset{(A)}{\mathop{CHO}}\,\] 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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