question_answer

Choose the correct optically active isomer of \[{{C}_{6}}{{H}_{12}}O\] that gives a positive Tollen's test and does not racemise in base

A)  \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,{{H}_{2}}-CHO\]

B)  \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,H-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-C{{H}_{3}}\]

C)  \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{2}}-CHO\]

D)  \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  CHO \end{smallmatrix}}{\mathop{C}}\,H-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  || \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\]

Correct Answer: C

Solution :

Aldehyde must have one \[\alpha -H\] at chiral center can undergoes recemisation.