Question
What would be the reactant and reagent used to obtain 2, 4-dimethylpentan-3-ol?
A.
Propanal and propyl magnesium bromide
B.
3-Methylbutanal and 2-methyl magnesium iodide
C.
2, 2-Dimethylpropanone and methyl magnesium iodide
D.
2-Methylpropanal and isopropyl magnesium iodide
Answer :
2-Methylpropanal and isopropyl magnesium iodide
Solution :
\[\underset{\text{2-Methylpropanal}}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix}
|\,\,\,\,\, \\
C{{H}_{3}}\,
\end{smallmatrix}}{\mathop{-CH-}}\,\overset{\begin{smallmatrix}
H \\
|
\end{smallmatrix}}{\mathop{C}}\,=}}\,\] \[\underset{\text{Isopropyl magnesium iodide}}{\mathop{O+{{\left( C{{H}_{3}} \right)}_{2}}CHMgI\to }}\,\] \[{{\left( C{{H}_{3}} \right)}_{2}}\,\underset{\begin{smallmatrix}
|\,\,\,\,\,\, \\
\,\,\,\,\,\,\,\,\,CH{{\left( C{{H}_{3}} \right)}_{2}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
H\,\,\,\, \\
|\,\,\,\,\,
\end{smallmatrix}}{\mathop{CH-C-OMgI}}}\,\] \[\xrightarrow{{{H}_{2}}O}\underset{\text{2, 4-Dimethylpentan-3-o1}}{\mathop{{{\left( C{{H}_{3}} \right)}_{2}}\,\underset{\begin{smallmatrix}
| \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,CH{{\left( C{{H}_{3}} \right)}_{2}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
H \\
|
\end{smallmatrix}}{\mathop{CH-C-OH}}}\,}}\,\]