IIT JAM
Sourav Asked a Question
July 21, 2020 12:05 pmpts 30 pts
  • IIT JAM
  • Chemistry (CY)

18. identify the correct acidic strength order in the following compounds: n o (1) (i) (c)i> ill>ii (a) ii > i> ili (b) ii > ii >i (d) ii > i>ii 19. which among

18. Identify the correct acidic strength order in the following compounds: N O (1) (I) (c)I> Ill>II (a) II > I> IlI (b) II > II >I (d) II > I>II 19. Which among the following compound will give maximum enol content in the solution: (a) CgHs-C-CH C-CH (c) HC-C-CH2-CH-CH3 b) H,C--CH-C-CH; (d) HC-C-CH2-COOCaHs
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  • Priyanshu kumar Best Answer
    option A is correct answer
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    Priyanshu kumar
    in structure 2 after deprotonation the negative charge is there is on more EN nitrogen atom..so it is most stable among these
  • Suman Kumar thankyou
    Q 18 option A is correct
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    Sourav
    how?
  • Ashutosh singh
    Sourav, let me explain this to you.. Nitrogen is more electronegative as compared to Carbon. therefore, when deprotonation occurs in ii, it will leave a minus charge on Nitrogen......
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    Ashutosh singh
    Now, come to I and III. In option 3, there's an Oxygen which is in conjugation with one of the -CO group... therefore after acquiring minus charge at Carbon, that negative charge w...
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  • Ashutosh singh
    Dear Sourav, enol content basically depends on the acidic strength of the Hydrogen involved in keto-enol tautomerism
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    Sourav
    yes sir
  • Ashutosh singh
    Hope you understood the concept, Sourav. Comment if your problem still persists, we'll discuss.
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    Sourav
    sir plz explain qs no 19
  • Ashutosh singh
    Hope you understand, if any doubt, ask again.
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    Sourav
    https://youtu.be/69AyGv7dL2Q sir can you go through this explanation?
  • Ashutosh singh
    In Q19, in options A and D, there's cross conjugation with Phenyl and Oxygen respectively.
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  • Ashutosh singh
    So, the anion which will be generated after removal of H+ will not be very much stabilised.. because -CO is conjugated with Phenyl in A, and with O in B.
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  • Ashutosh singh
    In C, there's only one -CO, therefore, rule it out very first.
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  • Ashutosh singh
    In B, there's no cross conjugation + There are two -CO groups completely available to delocalise the negative charge and involve it in resonance which increases the stability of co...
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