question_answer 1)

  An unsaturated hydrocarbon 'A' adds two molecules of \[{{H}_{2}}\]and on reductive ozonolysis gives butane-1,4-dial, ethanol and propanone. Give the structure of 'A', write its IUPAC name and explain the reactions involved.

Answer:

    \[Compound(A)\xrightarrow[Ozonolysis]{\operatorname{Re}ductive}\underset{Ethanal}{\mathop{C{{H}_{3}}-\overset{\overset{\text{H}}{\mathop{\text{ }\!\!|\!\!\text{ }}}\,}{\mathop{C}}\,-=O+}}\,\] \[O=\overset{\overset{\text{H}}{\mathop{\text{ }\!\!|\!\!\text{ }}}\,}{\mathop{C}}\,-\underset{\text{Butane}-1,4-dial}{\mathop{C{{H}_{2}}-C{{H}_{2}}}}\,-\overset{\overset{\text{H}}{\mathop{|}}\,}{\mathop{C}}\,=O+O\underset{\text{Propanone}}{\mathop{=\overset{\overset{\text{H}}{\mathop{|}}\,}{\mathop{C}}\,-C{{H}_{3}}}}\,\] Thus, structure of compound A may be given as: \[\underset{2-Methyl,octa-2,6-diene}{\mathop{C{{H}_{3}}-\overset{\overset{\text{H}}{\mathop{|}}\,}{\mathop{C}}\,=\overset{\overset{\text{H}}{\mathop{|}}\,}{\mathop{C}}\,-C{{H}_{2}}-C{{H}_{2}}-\overset{\overset{\text{H}}{\mathop{|}}\,}{\mathop{C}}\,=\overset{\overset{\text{C}{{\text{H}}_{\text{3}}}}{\mathop{|}}\,}{\mathop{C}}\,-C{{H}_{3}}\xrightarrow{{{O}_{3}}}}}\,\]