Question
Which of the following statements is not correctly showing the trend of the properties mentioned?
A.
$$C{H_3}C{H_2}OH > C{H_3}C{H_2}C{H_2}OH$$ $$ > \mathop {C{H_3}C{H_2}C{H_2}C{H_2}OH}\limits_{\left( {{\text{Solubility}}} \right)} $$
B.
$$C{H_3}C{H_2}OH < C{H_3}C{H_2}C{H_2}OH$$ $$ < \mathop {C{H_3}C{H_2}C{H_2}C{H_2}OH}\limits_{\left( {{\text{Boiling point}}} \right)} $$
C.
\[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}OH>\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\mathop{C{{H}_{3}}CH-}}\,\] \[C{{H}_{2}}OH>\underset{\left( \text{Boiling point} \right)}{\mathop{C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,\,C{{H}_{3}} \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,OH}}\,\]
D.
\[C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,\,C{{H}_{3}} \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,OH>\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\mathop{C{{H}_{3}}CH-}}\,\] $$C{H_2}OH > \mathop {C{H_3}C{H_2}C{H_2}C{H_2}OH}\limits_{\left( {{\text{Boiling point}}} \right)} $$
Answer :
\[C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,\,C{{H}_{3}} \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,OH>\underset{\begin{smallmatrix}
| \\
\,\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\mathop{C{{H}_{3}}CH-}}\,\] $$C{H_2}OH > \mathop {C{H_3}C{H_2}C{H_2}C{H_2}OH}\limits_{\left( {{\text{Boiling point}}} \right)} $$
Solution :
Solubility of alcohols decreases with increase in size of alkyl group. Boiling points of alcohols increase with increase in the number of carbon atoms and decrease with increase of branching in carbon chain.
Hence, \[C{{H}_{3}}\underset{\begin{smallmatrix}
| \\
\,\,\,C{{H}_{3}}
\end{smallmatrix}}{\overset{\begin{smallmatrix}
\,\,\,\,\,C{{H}_{3}} \\
|
\end{smallmatrix}}{\mathop{-C-}}}\,OH<\] \[C{{H}_{3}}\underset{\begin{smallmatrix}
|\,\,\,\,\, \\
C{{H}_{3}}\,\,
\end{smallmatrix}}{\mathop{-CH-}}\,C{{H}_{2}}OH\] $$ < C{H_3}C{H_2}C{H_2}C{H_2}OH$$