JEE Main & Advanced Chemistry Haloalkanes and Haloarenes / हैलोएल्केन तथा हैलोएरीन्स Question Bank Properties of Halogen Containing Compounds

  • 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 B. A is obtained by action of chlorine on ethyl alcohol. A is [CBSE PMT 1994; MP PET 1997; KCET 2005]

    A) Chloral

    B) \[CHC{{l}_{3}}\]

    C) \[C{{H}_{3}}Cl\]

    D) Chloroacetic acid

    Correct Answer: A

    Solution :

               \[\underset{A}{\mathop{{{C}_{2}}C{{l}_{3}}OH}}\,+\text{Fehling}\,\text{sol}\text{.}\to \underset{\text{Red}\ \text{ppt}}{\mathop{C{{u}_{2}}O}}\,\]                    It means -CHO group is present.            \[\underset{A}{\mathop{{{C}_{2}}C{{l}_{3}}OH}}\,\xrightarrow{\text{Oxidation}}\underset{\text{Monocarboxylic}\,\,\text{acid}}{\mathop{CC{{l}_{3}}-COOH}}\,\]                    It means only one -CHO group is present.                    \[{{C}_{2}}{{H}_{5}}OH+C{{l}_{2}}\to C{{H}_{3}}CHO+2HCl\] \[C{{H}_{3}}CHO+3C{{l}_{2}}\to \underset{\text{Chloral}}{\mathop{CC{{l}_{3}}CHO}}\,+3HCl\]


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