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Reshav posted an Question
December 24, 2019 • 01:31 am 15 points
  • IIT JAM
  • Chemistry (CY)

Decreasing order of acidic strength of CH3NH3+, propyne, CH3COOH, CH3OH

decreasing order of acidic strength of CH3NH3+, propyne, CH3COOH, CH3OH

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    Eduncle best-answer

    Hello Reshav,  

    Greetings !! 

    Here is the correct solution. 

     

    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.

     

    Kindly Refer the attached image.

    Thank You

    IMG_20191226_110245.jpg
  • Suman Kumar

    ch3nh3+>ch3cooh>ch3oh>propyne First of all, anything with a positive charge is a stronger acid, because its conjugate base is a neutral/stable base.  For next three : After removing proton see the stability of anion formed, acetate ion being most stable is most acidic among the three

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