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Sourav posted an Question
July 22, 2020 • 02:29 am 30 points
  • IIT JAM
  • Chemistry (CY)

P3 which of the following is the strongest base in water? (6)

p3 Which of the following is the strongest base in water? (6)

2 Answer(s) Answer Now
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    Priyanshu kumar Best Answer

    In pyridine, lone pair of electrons are present perpendicular to the plane of the p-orbitals of carbon, so these electrons do not participate in resonance and are easily available for donation In pyrrole, lone pair of electrons lie in the same plane as plane of carbon atom, so these electrons participate in resonance and are not easily available for donation so pyrrole is less basic than pyridine

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    so sourav basicity order will be... pyrrolidine>piperidine>pyridine >pyrrole

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    got it??

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    Priyanshu kumar best-answer

    Pyrrolidine is a fully reduced pyrrole and piperidine is a fully reduced pyridine. Now pyrrolidine has a five membered ring while piperidine has a six membered ring. ... Hence the conjugate acid of pyrrolidine is slightly more stabilized over piperidine and hence pyrrolidine has a slightly higher basicity over piperidine. Option B is correct

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    pyrrolidine has slightly more basicity over piperidine

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    got sourav??

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