Problem

(a) Guanidine (shown) is about as strong a base as hydroxide ion. Explain why guanid...

(a) Guanidine (shown) is about as strong a base as hydroxide ion. Explain why guanidine is a much stronger base than most other amines.

(b) Show why p-nitroaniline is a much weaker base (3 pKb units weaker) than aniline.

* (c) Explain why N,N,2,6-tetramethylaniline (shown) is a much stronger base than N,N-dimethylaniline.

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