MCQ
Arrange the following in increasing order of their $pK_a$ values

$(x)\begin{array}{*{20}{c}}
{O\,\,\,}\\
{||\,\,\,}\\
{C{H_3} - S - O - H}\\
{||\,\,\,\,}\\
{O\,\,\,\,}
\end{array}$ 

$\begin{array}{*{20}{c}}
{\,\,\,\,\,O}\\
{\,\,\,\,\,\,||}\\
{(y)\,\,\,C{H_3} - C - O - H}
\end{array}$ 

$(z)\,\, CH_3 -OH$

  • A
    $y < x < z$
  • $x < y < z$
  • C
    $y < z < x$
  • D
    $x < z < y$

Answer

Correct option: B.
$x < y < z$
b
Stability of resonance hybrid $\propto$ no. of equivalent $R.S.$ So stability order is

$\mathop {\begin{array}{*{20}{c}}
  O \\ 
  {||} \\ 
  {Me - S - {O^\Theta }} \\ 
  {||} \\ 
  O 
\end{array}}\limits_{3 - eq.\,R.S.} $ $>$ $\mathop {\begin{array}{*{20}{c}}
  O \\ 
  {||} \\ 
  {Me - C - {O^\Theta }} 
\end{array}}\limits_{2 - eq.\,R.S.} $ $>$  $Me - {O^\Theta }$

So Acidic strength order is $x>y>z$ so $\mathrm{pK}_{\mathrm{a}}$ is $z>y>x$

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