WB JEE Medical WB JEE Medical Solved Paper-2009

  • question_answer
    Which one of the following formulae does not represent an organic compound?

    A)  \[{{C}_{4}}{{H}_{10}}{{O}_{4}}\]                              

    B)  \[{{C}_{4}}{{H}_{8}}{{O}_{4}}\]

    C)  \[{{C}_{4}}{{H}_{7}}Cl{{O}_{4}}\]                             

    D)  \[{{C}_{4}}{{H}_{9}}{{O}_{4}}\]

    Correct Answer: D

    Solution :

                     \[{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{10}}}{{\text{O}}_{\text{4}}}\]is \[{{\text{C}}_{\text{n}}}{{\text{H}}_{\text{2n+2}}}\] type compound, ie with unsaturation factor \[\text{0,}{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{8}}}{{\text{O}}_{\text{4}}}\]and \[{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{7}}}\text{Cl}{{\text{O}}_{\text{4}}}\]are\[{{\text{C}}_{\text{n}}}{{\text{H}}_{\text{2n}}}\] (unsaturated) type compound, ie, have unsaturation factor 1 while \[{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{9}}}{{\text{O}}_{\text{4}}}\]is  \[{{\text{C}}_{\text{n}}}{{\text{H}}_{\text{2n+1}}}\]type compound with unsaturation factor 0.5. Hence, \[{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{9}}}{{\text{O}}_{\text{4}}}\]does not represent an organic compound. \[\underset{{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{10}}}{{\text{O}}_{\text{4}}}\text{(possible)}}{\mathop{H-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-H;}}\,\] \[\underset{{}}{\mathop{\underset{{{\text{C}}_{\text{4}}}{{\text{H}}_{\text{8}}}{{\text{O}}_{\text{4}}}\text{(possible)}}{\mathop{H-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\overset{OH}{\mathop{\overset{|}{\mathop{C}}\,}}\,=\overset{OH}{\mathop{\overset{|}{\mathop{C}}\,}}\,-H;}}\,}}\,\] \[\underset{{{C}_{4}}{{H}_{7}}Cl{{O}_{4}}(possible)}{\mathop{H-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\underset{H}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\overset{OH}{\mathop{\overset{|}{\mathop{C}}\,}}\,=\overset{Cl}{\mathop{\overset{|}{\mathop{C}}\,}}\,-H;}}\,\,\,\,\,\,\,\underset{(not\,possible)}{\mathop{{{C}_{4}}{{H}_{9}}{{O}_{4}}}}\,\]


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