How does resonance affect basicity?

1 Answer
anor277
Oct 31, 2015

In general resonance should decrease basicity. Why?

Explanation:

Resonance delocalizes electron density. As chemists, however, we should seek quantitative data. The pK_bpKb of ammonia, NH_3NH3, is 4.7. The pK_bpKb of aniline (phenylamine), C_6H_5NH_2C6H5NH2, is 9.42. Is this consistent with the statement above?

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