Sourav Asked a Question
July 21, 2020 12:14 ampts 30 pts
() Arrange these compounds in basic strength order: (a) I>II> III (I) (III) (b) II>I> III (c) III>I>II (d) II> III>I
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  • Ashutosh singh Best Answer
    You'll find that while drawing resonating structures of ii, you'll get one 3° carbanion i.e tertiary carbanion...but, tertiary carbanions are very unstable so, the lone pair of Nit...
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    Ashutosh singh
    Sourav, Hope you understand.
  • Ashutosh singh thankyou
    Sourav...basicity is basically how easily the lone pair of Nitrogen is available?
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    Ashutosh singh
    do you agree?
  • Sourav
    why 2 more basic than 3?
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    Ashutosh singh
    Dear Sourav, listen! In questions like these, there's always one option which stands out in particular because in (ii) and (iii) there's not much difference between pkb values so, ...
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  • Ashutosh singh
    In options (II) and (III), the lone pair of Nitrogen is involved in the resonance with the Phenyl group.
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    Ashutosh singh
    There will be 3 resonating structures each for ii and iii, for ii, 1 out of these 3 will be really unstable because of 3°...rest will be of the similar stability as that of iii.
  • Ashutosh singh
    Option A is correct. (I) will be most basic.
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    Sourav
    how sir
  • Ashutosh singh
    Is this clear now, Sourav?
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    Sourav
    sir why 2 more basic than 3?
  • Sourav
    yes sir
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  • Sourav
    yes sir
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  • Sourav
    what about 2 and 3?
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  • Ashutosh singh
    Therefore, The lone pair of Nitrogen is not easily available to get attacked because it gets delocalised to multiple sites...therefore they are less basic than (I).
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