Equilibrium Question 887

Question: Which of the following statements is not correc'

Options:

A) I is a weaker base than F

B) HO is a stronger base than H2N

C) HONH2 is a weaker base than NH3

D) F3C is a stronger base than Cl3C

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Answer:

Correct Answer: C

Solution:

[a] For elements in the same periodic group, the larger the basic site atom the more spread out (delocalized) is the charge and the weaker is the base. Thus l is a weaker base than F . Alternatively, HI is stronger acid than HF, the conjugate base follows the reverse order. [b] H2O is a stronger acid than NH3, thus the conjugate base OH is weaker base than NH2

[c] Electron - attracting inductive effect of ,OH decreases the electron density on N and thus decreases the basicity of NH2.

[d] In Cl3C, the unshared electron pair of the carbon in the p-orbital undergoes extended pdπ bonding into an emtpy d-orbital of each of the three Cl atoms. [:Cl,C|:Cl,:,=Cl,:rightarrow:Cl,=C|:Cl,:,Cl,:rightarrow:Cl,C|:Cl,:,Cl,:]

Resonance stabilization makes a more dominating role than the inductive effect, making Cl3C a weaker base than F3C.

In F, there is no d orbitals, hence, no stabilization occurs in F3C.



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