Title: Isolation, structure, and properties of quinone-aci tautomer of a phenol-nitro compound related to eugenoxyacetic acid
Authors: Nguyen, HD ×
Trinh, TH
Duong, NT
Mangwala Kimpende, Peter
Van Meervelt, Luc #
Issue Date: Sep-2010
Publisher: Elsevier Scientific Pub. Co.
Series Title: Journal of Molecular Structure vol:980 issue:1-3 pages:137-142
Abstract: Treatment with excess nitric acid in acetic acid revealed that eugenoxyacetic acid underwent an unexpected ether cleavage, a normal nitration, and then an unexpected electrophilic addition to the double bond of the side chain that led to the formation of a dinitro compound which subsequently converted to a sensitive, reactive quinone-aci compound. The structure of the quinone-aci compound (1) and its derivatives (2-6) was established by 1D-, 2D NMR, MS spectra, and chemical methods. In addition, the XRD structure of compound 2 derived from 1 was established. A double tautomerization of 1 in solution was studied by the LC-UV-MS method. (C) 2010 Elsevier B.V. All rights reserved.
ISSN: 0022-2860
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
× corresponding author
# (joint) last author

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