A reformulated aromaticity index equation under consideration for non-aromatic and non-condensed aromatic cyclic carbonyl compounds

Autor(es)

Melendez-Perez, Jose J. ^[1] ; Martinez-Mejia, Monica J. ^[1] ; Eberlin, Marcos Nogueira ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Inst Chem, POB 6154, BR-13084971 Campinas, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Organic Geochemistry; v. 95, p. 29-33, MAY 2016.
• Citações Web of Science: 3

Resumo

The extent of unsaturation level in a compound, commonly measured in terms of its number of double bond equivalents (DBEs), reflects the total number of pi bonds plus rings and can be calculated if the molecular formula is known. The extent of unsaturation can also be calculated via DBE/C, where C is the number of carbon atoms. For hydrocarbons, if DBE/C is > 0.67, the structure corresponds unequivocally to a condensed aromatic (CA) compound, but this criterion cannot be applied directly to heteroatom containing compounds. A new parameter, the aromaticity index (AI) was recently proposed to solve this problem, and has been applied to establish a region of CA compounds in high resolution mass spectrometry (MS) van Krevelen diagrams to characterize natural organic matter (NOM), such as humic acids (HAs). In this study, we report a reformulated AI (rAI) that also considers formulae that accommodate non-aromatic (NA) and non-condensed aromatic (NCA) cyclic carbonyl compounds. We also propose a correction for AI with respect to N and P containing formulae and show an application of the rAI index for the analysis and data treatment of a certified reference material (CRM) of NOM. (C) 2016 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 13/15644-0 - Emprego de técnicas de espectrometria de massas de ultra alta resolução e exatidão em orgânica marinha: caracterização da matéria orgânica dissolvida no sistema Estuarino-Lagunar de Cananéia-Iguape e comparação com outros ambientes do estado de São Paulo
• Beneficiário: Jose Javier Melendez Perez
• Modalidade de apoio: Bolsas no Brasil - Doutorado