Any base whose conjugate acid has a pK_a greater than ______ can remove a proton from a terminal alkyne to form an acetylide ion (in a reaction that favors products).

Estimate the K_eq for the following reactions based on the stability of the anions involved.

(a)

Does methanol behave as an acid or a base when it reacts with methylamine?

Which of the following bases can remove a proton from a terminal alkyne in a reaction that favors products?

You are planning to carry out a reaction that produces protons. The reaction will be buffered at pH = 10.5. Would it be better to use a protonated methylamine/methylamine buffer or a protonated ethylamine/ethylamine buffer? (pK_a of protonated methylamine = 10.7; pK_a of protonated ethylamine = 11.0)

In the context of acid-base chemistry, what does the $p$ in $p{K}_a$ represent?

Which of the following molecules contains a hydrogen atom with a $pKa$ value between $20$ and $25$?

Why is the $pKa$ of cyclopentane so much higher than the $pKa$ of cyclopentadiene?

What is the approximate $pKa$ value of acetic acid (${\mathrm{CH}}_3\mathrm{COOH}$)?