Akshat posted an Question
May 17, 2021 • 00:02 am 30 points
  • IIT JAM
  • Chemistry (CY)

Please explain it

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    Priyanshu kumar best-answer

    I think d(1-chlorocyclohexanecarboxylic acid) should be most acidic as after deprotonation in both benzoic acid (c) and d there is carboxylate ion formed which is resonance stabilised and gives two equivalent resonating structures... when we consider benzoic acid and cyclohexane carboxylic acid (no chlorine) then benzoic acid is more acidic than cyclohexane carboxylic acid as in benzoic acid there is extra resonance provided by aryl group too. But in case of 1-chlorocyclohexane carboxylic acid...chlorine is electron withdrawing group(-I) which stabilises the carboxylate group more. In case of phenol and cyclohexanol...phenol is more acidic as phenoxide ion is more stable ...negative charge on oxygen is delocalised in complete ring. So acidity order should be d>c>a>b

    eduncle-logo-app

    thanks sir , if we apply DNP rule according to Module then the order should be c > d> a > b , thats confusing me sir

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