question_answer 1)

Write IUPAC names of the products obtained by the ozonolysis of the following compounds: (i) Pent-2-ene (ii) 3, 4-Dimethylhept-3-ene (ii) 2-Ethylbut-1-ene (iv) 1-Phenylbut-1-ene  

Answer:

(i) \[C{{H}_{3}}C{{H}_{2}}-\underset{Pent-2-ene}{\mathop{CH\underset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\overset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\mathop{=}}}\,CH}}\,-C{{H}_{3}}\xrightarrow[\underset{(Ozonolysis)}{\mathop{(ii)Zn/{{H}_{2}}O}}\,]{(i)\,{{O}_{3}}/C{{H}_{2}}C{{l}_{2}},196K}\]\[\underset{\text{Propanal}}{\mathop{C{{H}_{3}}C{{H}_{2}}CH}}\,=O+O=\underset{Ethanal}{\mathop{HC-C{{H}_{3}}}}\,\] (ii)\[\underset{3,4-Dimethylhept-3-ene}{\mathop{C{{H}_{3}}C{{H}_{2}}-\underset{\underset{\text{C}{{\text{H}}_{\text{3}}}}{\mathop{|}}\,}{\mathop{C}}\,\underset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\overset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\mathop{=}}}\,\underset{\underset{\text{C}{{\text{H}}_{\text{3}}}}{\mathop{|}}\,}{\mathop{C}}\,-C{{H}_{2}}C{{H}_{2}}C{{H}_{3}}}}\,\]\[\xrightarrow{Ozonolysis}C{{H}_{3}}C{{H}_{2}}-\underset{\underset{\begin{smallmatrix} \text{C}{{\text{H}}_{\text{3}}} \\ \text{Butan-2-one} \end{smallmatrix}}{\mathop{\text{ }\!\!|\!\!\text{ }}}\,}{\mathop{C}}\,=O+O=\underset{\underset{\underset{\text{Pentan-2-one}}{\mathop{\text{C}{{\text{H}}_{\text{3}}}}}\,}{\mathop{|}}\,}{\mathop{C}}\,-C{{H}_{2}}C{{H}_{2}}C{{H}_{3}}\] (iii) \[C{{H}_{3}}C{{H}_{2}}-\underset{\underset{\begin{smallmatrix} \text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{3}}} \\ 2-Ethybut-1-ene \end{smallmatrix}}{\mathop{|}}\,}{\mathop{C}}\,\underset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\overset{\begin{smallmatrix} | \\ | \end{smallmatrix}}{\mathop{=}}}\,C{{H}_{2}}\xrightarrow{Ozonolysis}C{{H}_{3}}C{{H}_{2}}-\underset{\underset{\begin{smallmatrix} \text{C}{{\text{H}}_{\text{2}}}\text{C}{{\text{H}}_{\text{3}}} \\ Pen\tan -3-one \end{smallmatrix}}{\mathop{|}}\,}{\mathop{C}}\,=O\]\[+O=\underset{Methanal}{\mathop{C{{H}_{2}}(HCHO)}}\,\]   (iv) \[C{{H}_{3}}C{{H}_{2}}\underset{1-Phenylbut-1-ene}{\mathop{-CH=CH}}\,-{{C}_{6}}{{H}_{5}}\xrightarrow{Ozonolysis}\]\[\underset{\text{Propanal}}{\mathop{C{{H}_{3}}C{{H}_{2}}CH}}\,=O+O=\underset{Benzaldehyde}{\mathop{HC-{{C}_{6}}{{H}_{5}}}}\,\]