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Question

Observe the following compounds.

The incorrect order of reactivity towards electrophilic addition reaction:

A
I > II
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B
III > I
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C
IV > II
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D
IV > III
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Solution

The correct option is D IV > III
For the given compounds, electrophilic addition happens at CH=CH2. The reactivity will be more where the alkene is attached to an electron donating species.
Compound (III) has methoxy group attached with phenyl ring so it increases the elctron density in the ring through +M effect which further inhances the electron donating capacity of ring to the double bond. This results into increased reactivity toward electrophilic addition.
Compound (IV) has -I effect showing Cl atom which withdraws electron density of ring toward itself and hence makes the compound less reactive toward electrophilic addition as compared to (III).
So the correct order is: (III) > (IV)

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