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The correct order of increasing basicity...

The correct order of increasing basicity of the given conjugate bases `(R=CH_(3))` is

A

`RCObar(O) lt HC-=bar(C ) lt bar(R ) lt bar(N)H_(2)`

B

`bar(R ) lt HC-=bar(C ) lt RCObar(O) lt bar(N)H_(2)`

C

`RCObar(O) lt bar(N)H_(2) lt HC-=bar(C ) lt bar(R)`

D

`RCObar(O) lt HC-=bar(C ) lt bar(N)H_(2) lt bar(R)`

Text Solution

Verified by Experts

The correct Answer is:
D


In carboxylate ion, the negative charge is present on oxygen, a most electronegative element here, thus it is resonance stabilised. `HC-=C^(-)`: Carbon is `sp` hybridized so its electronegativity is increased higher relative to nitrogen. `bar(N)H_(2)`: Nitrogen is more electronegative than `sp^(3)` hybridised `C`-atom. form the above discussion. it is clear that the order of the stability of conjugate bases is as `RCObar(O) gt HC-=C^(-)bar(N)H_(2) gt R^(-)` and higher is the stability of conjugate bases, lower will be basic character. hence, the order of basic character is as `RCObar(O) lt HC-=C^(-)bar(N)H_(2) lt R^(-)`
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  8. Which of the following cannot be a base?

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