Why is methyl pyridine acidic?

1 Answer
May 12, 2018

It isn't!

Explanation:

There are three methylpyridines, and all of them are weak bases (#"p"K_text(b) ≈8#).

The diagram below shows the formulas and #"p"K_text(b)# values of 4-methyl-, 3-methyl-, and 2-methylpyridine.

http://www.resonancesl.com/images/Picolinesjpg
#"p"K_text(b): color(white)(m)7.98color(white)(mmmmmmll)8.32color(white)(mmmmmmmm)8.03#
#"p"K_text(a): color(white)(m)6.02color(white)(mmmmmmll)5.68color(white)(mmmmmmmm)5.97#

However, their conjugate acids are weak acids with the #"p"K_text(a)# values shown above.