An analysis of the chromatographic behavior of the environmental contaminants polychlorinated naphthalenes using electrical and topological descriptors

References

• Järnberg , U. , Asplund , L. , de Wit , C. , Egebäck , A.‐K. , Wideqvist , U. and Jakobsson , E. 1997 . Distribution of polychlorinated naphthalene congeners in environmental and source‐related samples, . Arch. Environ. Contam. Toxicol. , 32 : 232
   PubMed Web of Science ®Google Scholar
• Takeshita , R. and Yoshida , H. 1979 . Studies on environmental contamination by polychlorinated naphthalenes (PCN). IV. Contamination of marine fishes by PCN, . Eisei Kagaku (Japanese) , 25 : 29
   Google Scholar
• Jasson , B. and Asplund , L. 1984 . Analysis of polychlorinated naphthalenes in environmental samples, . Chemosphere , 13 : 33
   Google Scholar
• Kuratsune , M. 1980 . Halogenated Biphenyls, Terphenyls, Naphthalenes, Dibenzodioxins and Related Products , Edited by: Kimbrough , R. Amsterdam : Elsevier . Chap. 9B1
   Google Scholar
• Takeshita , R. and Yoshida , H. 1979 . Studies on environmental contamination by polychlorinated naphthalenes (PCN). III. Contamination of human body by PCN, . Eisei Kagaku (Japanese) , 25 : 24
   Google Scholar
• Haglund , P. , Jakobsson , E. and Masuda , Y. 1995 . Isomer‐specific analysis of polychlorinated naphthalenes in kanechlor KC 400, Yusho rice oil and adipose tissue of a Yusho victim, . Organohalogen Compd. , 26 : 405
   Google Scholar
• Hutzinger , O. , Safe , S. and Zitko , V. 1974 . The Chemistry of PCBs , Cleveland, OH : CRC Press .
   Google Scholar
• Järnberg , U. , Asplund , L. and Jakobsson , E. 1994 . Gas Chromatographic retention behavior of polychlorinated naphthalenes on non‐polar, polarizable, polar and smectic capillary columns, . J. Chromatogr. A , 683 : 385
   PubMed Web of Science ®Google Scholar
• Brinkman , U.A.Th. , de Kok , A. , Reymer , H.G.M. and de Vries , G. 1976 . Analysis of polychlorinated naphthalenes by high‐performance liquid and thin‐layer chromatography . J. Chromatogr. , 129 : 193
   Web of Science ®Google Scholar
• Brinkman , U.A.Th. and Reymer , H.G.M. 1976 . Polychlorinated naphthalenes . J. Chromatogr. , 127 : 203
   PubMed Web of Science ®Google Scholar
• Hayward , D. 1998 . Identification of bioaccumulating polychlorinated naphthalenes and their toxicological significance, . Environs. Res. Sec. A , 76 : 1
   PubMed Web of Science ®Google Scholar
• Stanton , D.T. and Jurs , P.C. 1989 . Computer‐assisted prediction of gas Chromatographic retention indices of pyrazines, . Anal. Chem. , 61 : 1328
   Google Scholar
• Kaliszan , R. 1987 . Quantitative Structure‐Chromatographic Retention Relationships , New York : Wiley .
   Google Scholar
• Katritzky , A.R. , Ignatchenko , E.S. , Barcock , R.A. , Lobanov , V.S. and Kareison , M. 1994 . Prediction of gas Chromatographie retention times and response factors using a general quantitative structure‐property relationship treatment, . Anal. Chem. , 66 : 1799
   Web of Science ®Google Scholar
• Olivero , J. , Gracia , T. , Payares , P. , Vivas , R. , Díaz , D. , Daza , E. and Geerlings , P. 1997 . Molecular structure and gas Chromatographie retention behavior of the components of Ylang‐Ylang oil, . J. Pharm. Sci. , 86 (5) : 625
   PubMed Web of Science ®Google Scholar
• Stewart , J.J.P. 1990 . MOPAC: a semiempirical molecular orbital program, . J. Comput. ‐Aided Mol. Des. , 4 : 1
   PubMed Web of Science ®Google Scholar
• Stewart , J.J.P. 1993 . MOPAC 93 Manual Revision number 2 , Fujitsu Limited .
   Google Scholar
• Randić , M. 1975 . On characterization of molecular branching . J. Am. Chem. Soc. , 97 : 6609
   Web of Science ®Google Scholar
• Kier , L.B. and Hall , L.H. 1976 . Molecular Connectivity in Chemistry and Drug Research , New York : Academic Press .
   Google Scholar
• Kobayashi , S. , Hamashima , H. , Kurihara , M. , Miyata , N. and Tanaka , A. 1998 . Hardness‐controlled enzymes and electronegativity‐controlled enzymes: Role of an absolute hardness‐electronegativity (#GH‐#GX) activity diagram as a coordinate for biological activities . Chem. Pharm. Bull. , 46 : 1108
   PubMed Web of Science ®Google Scholar
• Makino , M. 1999 . Novel classification to predict relative gas Chromatographie retention times and n‐octanol/water partition coefficients of poly chlorinated biphenyls . Chemosphere , 39 : 893
   Web of Science ®Google Scholar
• Klamt , A. and Schüürmann , G. 1993 . COSMO; A new approach to dielectric screening in solvent with explicit expressions for the screening energy and its gradient . J. Chem. Soc. Perkin Trans. , 2 (5) : 799
   Google Scholar
• Dewar , M.J.S. , Zoebisch , E.G. , Healy , E.F. and Stewart , J.J.P. 1985 . AM1: A new general purpose quantum mechanical molecular model . J. Am. Chem. Soc. , 107 : 3902
   Web of Science ®Google Scholar
• Barrow , G.M. 1979 . Physical Chemistry, , 4th edn , Singapore : McGraw‐Hill .
   Google Scholar
• Inoue , Y. 1996 . Molecular Orbital MOPAC Guidebook , 2nd edition , Edited by: Hirano , T. and Tanabe , K. Tokyo : Kaibundo Press . Chap. 12
   Google Scholar
• Private discussion with Dr. Y. Inoue (Osaka Lab., Yoshitomi Pharmaceuticals Ind., Ltd.).
   Google Scholar
• Makino , M. 1998 . Prediction of n‐octanol/water partition coefficients of poly chlorinated biphenyls by use of computer‐calculated molecular properties . Chemosphere , 37 : 13
   Web of Science ®Google Scholar
• Makino , M. , Kamiya , M. and Matsushita , H. 1993 . Prediction of gas Chromatographie retention indexes of environmental polychlorinated dibenzo‐p‐dioxins and dibenzofurans by use of computer‐calculated molecular properties . Environment International , 19 : 203
   Google Scholar
• Ballschmiter , K. and Zell , M. 1980 . Analysis of polychlorinated biphenyls (PCB) by glass capillary gas chromatography, . Fresenius Z. Anal. Chem. , 302 : 20
   Google Scholar
• Hartner , T. and Bidleman , T.F. 1998 . Measurement of octanol‐air partition coefficients for polycyclic aromatic hydrocarbons and polychlorinated naphthalenes, . J. Chem. Eng. Data , 43 : 40
   Google Scholar
• Imagawa , T. and Tanaka , T. 1988 . Analysis of positional isomers of dichloronaphthalene, . Kogai (Japanese) , 23 : 9
   Google Scholar
• Imagawa , T. , Tanaka , T. and Miyazaki , A. 1989 . Analysis of positional isomers of trichloronaphthalene, . Kogai (Japanese) , 24 : 31
   Google Scholar
• Imagawa , T. , Yamashita , N. and Miyazaki , A. 1993 . Isomer‐specific analysis of tetra‐ and pentachloronaphthalene in fly ash and halowax, . Kankyo Kagaku (Japanese) , 3 : 221
   Google Scholar
• Imagawa , T. 1994 . Synthesis of unidentified hexachloronaphthalene isomers and their retention characteristics, . Kankyo Kagaku (Japanese) , 4 : 671
   Google Scholar