Next Article in Journal
Microwave-Assisted Expeditious Synthesis of 2-Alkyl-2-(N-arylsulfonylindol-3-yl)-3-N-acyl-5-aryl-1,3,4-oxadiazolines Catalyzed by HgCl2 under Solvent-Free Conditions as Potential Anti-HIV-1 Agents
Next Article in Special Issue
Computer-Aided Discovery of Small Molecule Inhibitors of Transcriptional Activity of TLX (NR2E1) Nuclear Receptor
Previous Article in Journal
Ethanolic Extract of Folium Sennae Mediates the Glucose Uptake of L6 Cells by GLUT4 and Ca2+
Previous Article in Special Issue
Molecular Modeling and Design Studies of Purine Derivatives as Novel CDK2 Inhibitors
Article Menu

Export Article

Open AccessArticle
Molecules 2018, 23(11), 2935; https://doi.org/10.3390/molecules23112935

The Internal Relation between Quantum Chemical Descriptors and Empirical Constants of Polychlorinated Compounds

1
Institute of Environmental Engineering, School of Metallurgy and Environment, Central South University, Changsha 410083, China
2
College of Resources and Environment, Hunan Agricultural University, Changsha 410128, China
3
College of Biology and Environmental Sciences, Jishou University, Jishou 416000, China
4
South China Institute of Environmental Sciences, Ministry of Environmental Protection, Guangzhou 510655, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Kok Hwa Lim
Received: 11 October 2018 / Revised: 6 November 2018 / Accepted: 6 November 2018 / Published: 10 November 2018
(This article belongs to the Special Issue QSAR and QSPR: Recent Developments and Applications)
Full-Text   |   PDF [1146 KB, uploaded 13 November 2018]   |  

Abstract

Quantum chemical descriptors and empirical parameters are two different types of chemical parameters that play the fundamental roles in chemical reactivity and model development. However, previous studies have lacked detail regarding the relationship between quantum chemical descriptors and empirical constants. We selected polychlorinated biphenyls (PCBs) as an object to investigate the intrinsic correlation between 16 quantum chemical descriptors and Hammett constants. The results exhibited extremely high linearity for σ o ,   m ,   p + with Qxx/yy/zz, α and EHOMO based on the meta-position grouping. Polychlorinated dibenzodioxins (PCDDs) and polychlorinated naphthalenes (PCNs) congeners, as two independent compounds, validated the reliability of the relationship. The meta-substituent grouping method between σ o ,   m ,   p + and α was successfully used to predict the rate constant (k) for OH oxidation of PCBs, as well as the octanol/water partition coefficient (logKOW) and aqueous solubility (−logSW) of PCDDs, and exhibited excellent agreement with experimental measurements. Revealing the intrinsic correlation underlying the empirical constant and quantum chemical descriptors can develop simpler and higher efficient model application in predicting the environmental behavior and chemical properties of compounds. View Full-Text
Keywords: quantum chemical descriptor; Hammett constant; meta-position; prediction model quantum chemical descriptor; Hammett constant; meta-position; prediction model
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Fei, J.; Mao, Q.; Peng, L.; Ye, T.; Yang, Y.; Luo, S. The Internal Relation between Quantum Chemical Descriptors and Empirical Constants of Polychlorinated Compounds. Molecules 2018, 23, 2935.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top