question_answer

The compound \[{{C}_{4}}{{H}_{10}}O\] is produced on reaction of an alkane with \[{{H}_{2}}S{{O}_{4}}/{{H}_{2}}O\] which is not resolvable intooptical isomers. Identify the compound.

Answer:

                The molecular formula of the compound and the reaction conditions suggests that the compound is an alcohol and not an ether. Since it is not resolvable, it is symmetrical and istertiary butyl alcohol. The corresponding alkane is isobutane. The alcohol has been formed as follows : \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-H\xrightarrow{{{H}_{2}}S{{O}_{4}}/heat}\,C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-S{{O}_{3}}H\]\[\xrightarrow{{{H}_{2}}O}\,C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-OH\]