question_answer

An alkene having the molecular formula \[{{C}_{9}}{{H}_{18}}\]on ozonolysis gives 2, 2-dimethyl propanal and 2-butanone. The alkene is:

A) 2, 2, 2-trimethyl-3-hexene

B) 2, 2, 6-trimethyl-3-hexane

C) 2, 3, 4-trimethyl-2-hexene

D) 2, 2, 4-trimethyl-3-hexene

E) 2, 2,-dimethyl 1-3 heptene

Correct Answer: D

Solution :

\[\underset{2,2,\text{ }4\text{ }trimethyl-2-hexene}{\mathop{\overset{1}{\mathop{C}}\,{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{{{C}^{2}}}}}\,-\overset{3}{\mathop{C}}\,H=\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{4}{\mathop{C}}}\,-\overset{5}{\mathop{C}}\,{{H}_{2}}\overset{6}{\mathop{C}}\,{{H}_{3}}}}\,\]