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Q. Which of the following reactions would generate an electrophile?

$\text{(I)} \, \left(\left(\text{(CH}\right)_{\text{3}} \text{)}\right)_{\text{3}} \text{CBr} \, \text{+} \, \text{Anhy} \text{.} \, \left(\text{AlCl}\right)_{\text{3}}$

$\left(\right.II\left.\right)$ $CH_{3}-CH=CH_{2}+\overset{\oplus}{H}$

$\left(\right.III\left.\right)$ $C_{6}H_{5}COOH+H_{3}\overset{\oplus}{O}$

$\left(\right.IV\left.\right)$ $HNO_{3}+H_{2}SO_{4}$

NTA AbhyasNTA Abhyas 2020Organic Chemistry – Some Basic Principles and Techniques

Solution:

Here electrophile generation is possible in reactions I, II and IV as follows

$\left(\right.I\left.\right)$ Solution

$\left(\right.II\left.\right)$ $CH_{3}-CH=CH_{2}+\overset{\oplus}{H} \rightarrow CH_{3}-\overset{\oplus}{C}H-CH_{3}$

$\left(\right.III\left.\right)$ $C_{6}H_{5}COOH+H_{3}\overset{\oplus}{O} \rightarrow no\text{reaction}$

$\left(\text{IV}\right) \, \left(\text{HNO}\right)_{\text{3}} \, \text{+} \, \left(\text{H}\right)_{\text{2}}\left(\text{SO}\right)_{\text{4}} \rightarrow \overset{\oplus}{\left(\text{NO}\right)_{\text{2}}} \, \text{+} \, \left(\text{H}\right)_{\text{3}}\overset{\oplus}{\text{O}} \, \text{+} \, \left(\text{H}\right)_{\text{}}\text{SO}_{\text{4}}^{-}$