Chem. J. Chinese Universities ›› 2009, Vol. 30 ›› Issue (11(1)): 103.

• Articles • Previous Articles    

Quantum Chemical Calculations on pKa Values of Oranic Compounds in Aqueous Solution

DING Xiao-Qin*, SUN Yang, DING Jun-Jie, CHEN Ji-Sheng   

  1. Beijing Institute of Pharmaceutical Chemistry, Beijing 102205, China
  • Received:2009-07-28 Online:2009-11-30 Published:2009-11-30
  • Contact: DING Xiao-Qin. E-mail: dingxiaoqin2008@126.com

Abstract:

Quantum chemical calculations of the pKa values were performed using DFT method with 6-31+g(d,p) basis set for more than 200 compounds of alcohol, phenol, carboxylic acid, aliphatic amines, aromatic amine and nitrogen heterocyclics etc. The solution-phase calculations use polarized continuum solution(PCM) model with default set in water. The residue of most compounds is less than 1 pKa unit. Correlation coefficient between experiment results and forecast results is better than 094. The results can help us to research reaction activity difference between different molecules or different groups in one molecule. Quantum Chemical calculations of the pKa values will be instructive to computer aided molecular design and organic synthetic route design and optimization.

Key words: pKa value; Density functional theory, Polarized continuum solution(PCM)

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