Question
Question: Which one is more acidic?  or alternatively, capable of forming a covalent bond with an electron pair (according to Lewis acid – base theory). The molecule which donates its H+ ions more readily is known as a better acid than the one which does not easily donate it H+ ions.
An aqueous solution of an acid has a pH of less than 7. A lower pH means a higher acidity, and thus a higher concentration of positive hydrogen ions in the solution. Acids form aqueous solutions with a sour taste, and can turn blue litmus red.
In the given question, the acidity of both compounds can be compared by forming their conjugate bases and comparing their stability. More stable the conjugate base of a molecule, the better acid it is.
The conjugate bases of both compounds are:
Oxygen and nitrogen are the elements of the same period. If we move along a period, the more electronegative element is more capable of holding a negative charge on it. Since, oxygen is more electronegative than nitrogen, thus negative charge on oxygen is more stable than negative charge on nitrogen. Thus, acetate ion is a more stable conjugate base.
Hence, acetic acid (CH3COOH) is more acidic than CH3CONH2.
Note:
Remember that when we move along a group, the stability of negative charge on an atom is determined by the size of the atom. Bigger the size, the more stable the negative charge.