JCECE Medical JCECE Medical Solved Paper-2015

  • question_answer
    An insaturated hydrocarbon A adds two molecules of \[{{\text{H}}_{\text{2}}}\]and on reductive ozonolysis gives butane-1, 4-dial, ethanol and propanone. Give the IUPAC name of A.

    A)  3-methyl octa-2, 6-diene

    B)  2-methyl octa-2, 5-diene

    C)  2-methyl octa-2, 6-diene

    D)  2-methyl octa-3, 5-diene

    Correct Answer: C

    Solution :

     The structure of compound, A is \[\underset{(Ethanal)}{\mathop{C{{H}_{3}}\overset{H}{\mathop{\overset{|}{\mathop{C}}\,}}\,=O}}\,+O=\overset{H}{\mathop{\overset{|}{\mathop{C}}\,}}\,-C{{H}_{2}}-\underset{(\text{Butane}-1,4-\text{dial})}{\mathop{C{{H}_{2}}-\overset{H}{\mathop{\overset{|}{\mathop{C}}\,}}\,=O+}}\,\] \[\underset{(Propanone)}{\mathop{O=\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,\xrightarrow{{}}\] \[\underset{(A)2-methlocta-2,6-diene}{\mathop{C{{\overset{8}{\mathop{H}}\,}_{3}}\overset{7}{\mathop{C}}\,H=\overset{6}{\mathop{C}}\,{{H}_{2}}-C{{\overset{4}{\mathop{H}}\,}_{2}}}}\,-\overset{3}{\mathop{C}}\,H=\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{{{C}^{2}}}}\,}}\,-C{{H}_{3}}\]


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