Structural and spectral studies of a 1-N(4)-substituted thiosemicarbarzonederived from 2-hydroxy-1,4-naphthaquinone

Citation
Dx. West et al., Structural and spectral studies of a 1-N(4)-substituted thiosemicarbarzonederived from 2-hydroxy-1,4-naphthaquinone, J MOL STRUC, 520, 2000, pp. 103-106
Citations number
12
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE
ISSN journal
0022-2860 → ACNP
Volume
520
Year of publication
2000
Pages
103 - 106
Database
ISI
SICI code
0022-2860(20000314)520:<103:SASSOA>2.0.ZU;2-D
Abstract
2-Hydroxy-1,4-naphithaquinone reacted with N(3)-ethylthiosemicarbazide in b asic solution forms the 1-thiosemicarbazone. The crystal structure shows th at the 2-hydrorxy hydrogen is shifted to the remaining quinone oxygen resul ting in the formation of a dimer due to intermolecular hydrogen bonding fro m each hydroxy group to the other molecule's quinone oxygen. Intramolecular hydrogen bonding occurs between the amide NH and the imine thiosemicarbazo ne moiety, as well as between the hydrazinic NH and the quinone oxygen. Thi s new compound's IR, UV and H-1 NMR spectre are included. (C) 2000 Elsevier Science B.V. All rights reserved.