question_answer

Which of the following compound yield\[2,5-dimethyl\text{ }hexan-1,\text{ }6-dial\]?

A)  3, 6-dimethyl cyclohexene

B)  3, 4-dimethyl cyclohexene

C)  4, 6-dimethyl cyclohexene

D)  3, 5-dimethyl cyclohexene

Correct Answer: A

Solution :

The compound X will be 3, 6-dimethyl cyclohexene which on ozonolysis gives the required product. \[\xrightarrow{OH/{{H}_{2}}O}\,OHC-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{2}}C{{H}_{2}}-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}\,H-CHO\]