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Crystals 2016, 6(10), 127; doi:10.3390/cryst6100127

Spectroscopy, Crystal and Molecular Structures of New 4-Acylpyrazolone Dinitrophenylhydrazones

Chemistry Department, University of Fort Hare, Private Bag X1314, Alice 5700, South Africa
Chemistry Department, Nelson Mandela Metropolitan University, Summerstrand Campus, P.O Box 77000, Port Elizabeth 6031, South Africa
Author to whom correspondence should be addressed.
Academic Editor: Helmut Cölfen
Received: 16 August 2016 / Revised: 13 September 2016 / Accepted: 26 September 2016 / Published: 19 October 2016
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Still looking at the development of new materials with unique properties and taking advantage of the nucleophilic properties of amines to form stable azomethines, dinitrophenylhydrazine was reacted with 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one and then with 4-propyl-5-methyl-2-phenyl-pyrazol-3-one to get 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one dinitrophenylhydrazone (Empp-Dh) and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one dinitrophenylhydrazone (Pmpp-Dh), respectively, via a simple condensation reaction in a one-pot synthesis system. Careful interpretations of results from elemental analysis, mass and NMR spectroscopy were in agreement with single-crystal X-ray diffraction data. Reported Schiff bases in their single-crystal solid state exist in imine keto tautomer form, each crystallizing in a monoclinic crystal system, with a space group of C2/c (No. 15) in Empp-Dh and P21/c (No. 14) in Pmpp-Dh. They have extensive intra- and inter-molecular hydrogen as well as C–H···π-ring interactions. View Full-Text
Keywords: acylpyrazolone; dinitrophenylhydrazone; Schiff base; monoclinic; single crystal; spectroscopy; chemical shift acylpyrazolone; dinitrophenylhydrazone; Schiff base; monoclinic; single crystal; spectroscopy; chemical shift

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Idemudia, O.G.; Hosten, E.C. Spectroscopy, Crystal and Molecular Structures of New 4-Acylpyrazolone Dinitrophenylhydrazones. Crystals 2016, 6, 127.

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