MCQ
Which one of the following compounds is resistant to nucleophilic attack by hydroxyl ions?
  • A
    Methyl acetate
  • B
    Acetonitrile
  • C
    Diethyl ether
  • D
    Acetamide

Answer

Diethyl ether $(CH_3CH_2)_2O$ is resistant to nucleophilic attack because because it does not have an electron deficient carbon.

$\mathop {{C_2}{H_5} - O - {C_2}{H_5}}\limits_{Ether} $       $\mathop {\begin{array}{*{20}{c}}
  {O\,\,\,\,} \\ 
  {||\,\,\,\,} \\ 
  {C{H_3} - C - OC{H_3}} 
\end{array}}\limits_{Methyl\,\,acetate} $

$\mathop {C{H_3} - C \equiv N}\limits_{Acetonitrile} $       $\mathop {\begin{array}{*{20}{c}}
  O \\ 
  {||} \\ 
  {C{H_3} - C - N{H_2}} 
\end{array}}\limits_{Acetamide} $

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