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Reshav posted an Question
July 11, 2020 • 03:33 am 30 points
  • IIT JAM
  • Chemistry (CY)

Please explain the acidity order in following by applying proper organic concepts and reason for that order? do not explain with pka chart or values please ?

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    Dinesh khalmaniya 1

    Structure i is most acidic because it gives equivalent resonating structure. now structure i is more acidic than iv because conjugate base of structure i is most basic. and iv is more basic than ii. because in structure iv, negative charge in on more EN atom

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    please accept the answer if you got it 🙏🙏

  • Suman Kumar

    Reshav this is based on the experimental result based on Pka value

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    please remember such question are not asked in jam as they need experimental data

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    Please mark thankyou 🙏 Reshav

  • Suman Kumar best-answer

    See this

    cropped7505957785193467732.jpg
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    Acidity Order is- 3 > 1 > 2 > 4.   Reason-  We know that carboxylic acid is most stable due to equivalent resonating structures of conjugate base. So it most acidic, Now structure (1) is less acidic than (3) because Conjugate Base is less stable. Structure (1) is mose stable than (2) and (4) because Conjugate Base of structure gives amine which is stabilised by +I effect of Methyl group. So structure (1) is more acidic than structure (2) and (4),  structure (4) is more acidic than (2) due to the more electronegativity of O atom than C atom.

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    why we dont consider electronegative in structures 1 and 4

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    Structure 1 it's conjugate base will be methyl amine

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    Structure 4 anion is formed

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    i think your order is wrong it should be 3>1>4>2

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    please check

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    Sorry Reshav that was typing error. But I did correct in paper. Please forgive

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    its ok thankyou so much 😊

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