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

Crystals

Eric C. Hosten¹  Omoruyi G. Idemudia² 

[1] Chemistry Department, Nelson Mandela Metropolitan University, Summerstrand Campus, P.O Box 77000, Port Elizabeth 6031, South Africa;Chemistry Department, University of Fort Hare, Private Bag X1314, Alice 5700, South Africa;

关键词: acylpyrazolone;    dinitrophenylhydrazone;    Schiff base;    monoclinic;    single crystal;    spectroscopy;    chemical shift;   

DOI  :  10.3390/cryst6100127

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown