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Question 58

Phthalimide is made to undergo following sequence of reactions:

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 Total number of $$\pi$$ bonds present in product 'P' is/are ______


Correct Answer: 8

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  • Reagent: $$\text{KOH}$$ (Base)
  • Transformation: The base removes the acidic proton from the imide nitrogen ($$-\text{NH}-$$), creating a nucleophilic phthalimide anion ($$\text{N}^-$$)
  • Reagent: Benzyl chloride ($$\text{C}_6\text{H}_5\text{CH}_2\text{Cl}$$). Reaction happens via Nucleophilic Substitution ($$\text{S}_\text{N}2$$) pathway
  • Transformation: The nucleophilic nitrogen attacks the benzylic carbon of benzyl chloride, displacing the chloride leaving group.
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