Haloalkanes and Haloarenes - Result Question 7

####7. Consider the reactions :

[2011 M]

$ \begin{align*} & (CH_3)_2 CH-CH_2 Br \xrightarrow{C_2 H_5 OH} \tag{i}\\ & \quad(CH_3)_2 CH-CH_2 OC_2 H_5+HBr \end{align*} $

(ii)

$ (CH_3)_2 CH-CH_2 OC_2 H_5+Br^{-} $

The mechanisms of reactions (i) and (ii) are respectively :

(a) $S_N 1$ and $S_N 2$

(b) $S_N 1$ and $S_N 1$

(c) $S_N 2$ and $S_N 2$

(d) $S_N 2$ and $S_N 1$

Show Answer

Solution:

  1. (a) First reaction is $S_N 1$ reaction because $C_2 H_5 OH$ is used as solvent which is a weak nucleophile.

Second reaction is $S_N 2$ reaction because $C_2 H_5 O^{-}$ is a strong nucleophile.

A strong nucleophile favours the $S_N 2$ reaction and a weak nucleophile favours the $S_N 1$ reaction.



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