question_answer

Outline the synthesis of the following alcohols from the indicated starting material (a) Isopropyl alcohol from propane        (b) n-Butyl alcohol from ethyne.

Answer:

                (a) \[\underset{\begin{smallmatrix}   \\  \text{Propane} \end{smallmatrix}}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{3}}}}\,\xrightarrow{C{{l}_{2}}/hv}\underset{\text{2-Chloropropane}}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}}}\,\]\[\xrightarrow{KOH(aq)}\,\underset{\begin{smallmatrix}  \,\,\,\,\,\,\,\,\,\,\text{Propan-2-ol} \\  \text{(Isopropyl}\,\text{alcohol)} \end{smallmatrix}}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{C}}\,HC{{H}_{3}}}}\,\] (b) \[\underset{\begin{smallmatrix}   \\  \text{Ethyne} \end{smallmatrix}}{\mathop{CH\equiv CH}}\,\xrightarrow{NaN{{H}_{2}}}\,\underset{\begin{smallmatrix}   \\  \text{Sod}\text{.}\,\,\text{salt} \end{smallmatrix}}{\mathop{CH\equiv \,CNa}}\,\xrightarrow{{{C}_{2}}{{H}_{5}}I}\underset{\begin{smallmatrix}   \\  But-1-yne \end{smallmatrix}}{\mathop{CH\equiv C{{C}_{2}}{{H}_{5}}}}\,\]