This work focused on determining the dissociation constants (pKa) for eight amines, namely, 3-(Diethylamino) propylamine, 1,3-Diaminopentane, 3-Butoxypropylamine, 2-(Methylamino) ethanol, Bis(2-methoxyethyl) Amine, α-Methylbenzylamine, 2-Aminoheptane, and 3-Amino-1-phenylbutane at temperatures ranging from 293.15 K to 323.15 K. The protonated order of two polyamines, 3-(Diethylamino) propylamine and 1, 3-Diaminopentane, were determined using computational chemistry methods. The dissociation constants at the standard temperature of 298.15 K were estimated using group functional models (paper-pencil) and computational methods using software such as COSMO-RS and Gaussian. In addition, the pKas at various temperatures were calculated using computational methods for two different thermodynamic cycle. A simple artificial neural network (ANN) method was also employed to reduce the calculation time as well as improve the accuracy. Instead of using the experimental property data, these could be generated using Aspen Plus or CosmothermX. The simulated model provided a very good fit to the pKa values.