Arrange the given compounds in increasing order of their basicity. Provide a suitable reason for your answer.

Using your knowledge of important pK_a values, estimate the pK_a value of the indicated proton and explain your choice.

Draw the conjugate acid for the base below and pick a pK_a value from the table below that would best estimate the given base's stability.

A student aims to use propyne (CH3C≡CH) for a coupling reaction. The first step is to deprotonate propyne. Which of the following bases can be used for this process?

For each of the following compounds, predict which atom will be protonated:

Refer to the organic compounds below and their pK_a values:

Identify the following:

a. The most acidic carboxylic acid.

b. The most acidic organic compound.

c. The least acidic organic compound.