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

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

1
Chemistry Department, University of Fort Hare, Private Bag X1314, Alice 5700, South Africa
2
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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Abstract

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
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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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