Haloalkanes and Haloarenes - Result Question 29
####29. Which one of the following compounds is resistant to nucleophilic attack by hydroxyl ions?
[1998]
(a) Methyl acetate
(b) Acetonitrile
(c) Diethyl ether
(d) Acetamide
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Solution:
- (c) The compound is diethyl ether $(CH_3 CH_2)_2 O$ which is resistant to nucleophilic attack by hydroxyl ion due to absence of double or triple bond, whereas all other compounds given are unsaturated.
$ \begin{gathered} C_2 H_5 OC_2 H_5 \\ \underset{\text{ ether }}{ } \\ CH_3-C \equiv N \\ \text{ Acetonitrile } \end{gathered} $
$ \xrightarrow[\text{ Methyl acetate }]{\stackrel{O}{C}} \underset{\text{ ( }}{CH_3}-OCH_3 $
