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Chlorines Are Not Evenly Substituted in Chlorinated Paraffins: A Predicted NMR Pattern Matching Framework for Isomeric Discrimination in Complex Contaminant Mixtures

Bo Yuan, Daniel H. Lysak, Ronald Soong, Andrew Haddad, Arika Hisatsune, Arvin Moser, S. S. Golotvin, Dimitris Argyropoulos, André J. Simpson, Derek C. G. Muir

2020Environmental Science & Technology Letters45 citationsDOIOpen Access PDF

Abstract

C and two-dimensional nuclear magnetic resonance (NMR) spectroscopy. Due to substantially overlapping signals in the experimental NMR spectra, direct assignment of individual isomers was not possible. As such, a new NMR spectral matching approach that used massive NMR databases predicted by a neural network algorithm to provide the top 100 most likely structural matches was developed. The top 100 isomers appear to be an adequate representation of the overall mixture. Their modeled physicochemical and toxicity parameters agree with previous experimental results. Chlorines are not evenly distributed in any of the CP mixtures and show a general preference at the third carbon. The approach described here can play a key role in understanding of complex isomeric mixtures such as CPs that cannot be resolved by MS alone.

Topics & Concepts

ChemistryStructural isomerNuclear magnetic resonance spectroscopyMass spectrometryNMR spectra databaseSpectral lineMolar massCarbon-13 NMRMolar ratioAnalytical Chemistry (journal)Organic chemistryChromatographyPolymerAstronomyPhysicsCatalysisToxic Organic Pollutants ImpactNMR spectroscopy and applicationsMetabolomics and Mass Spectrometry Studies
Chlorines Are Not Evenly Substituted in Chlorinated Paraffins: A Predicted NMR Pattern Matching Framework for Isomeric Discrimination in Complex Contaminant Mixtures | Litcius