TY - JOUR AU - Ali, Syed Tahir AU - Choudhary, Aneesa AU - Syed, Majid Khalil AU - Zubair, Arif PY - 2021/03/02 Y2 - 2024/03/29 TI - A simple computational approach for pKa calculation of organosulfur compounds JF - Journal of the Serbian Chemical Society JA - J. Serb. Chem. Soc. VL - 86 IS - 2 SE - Theoretical Chemistry DO - 10.2298/JSC200518042A UR - https://shd-pub.org.rs/index.php/JSCS/article/view/9516 SP - 165-170 AB - <p>The present work is related to predicting the p<em>K</em>a values of organo­sulfur compounds through the density functional theory (DFT). In this study, 22 organosulfur compounds were considered to calculate the theoretical p<em>K</em>a values. The main emphasis was given on the substitution of different groups on the sulfur atom. The computations were performed in the presence of dimethyl sulfoxide (DMSO) as solvent. Experimentally, the order of increase of acidity is; sulfides &lt; sulfoxides &lt; sulfones. The herein computed p<em>K</em>a values also fol­low the same order. The theoretical p<em>K</em>a values were computed using the DFT method B3LYP, with the basis sets 6-31G(d), 6-31+G(d,p) and the IEFPCM bulk solvation model. The majority of the p<em>K</em>a values computed through the diffuse function basis set were in excellent agreement with the experimental ones. Hence this computational approach, B3LYP/6-31+G(d,p)/IEFPCM, could be utilized to predict the p<em>K</em>a values of these types of organosulfur com­pounds.</p> ER -