Artículo
Synthesis, conformational studies and NBO analysis of (4-chloro-3,5-dimethyl-1H-pyrazol- 1-yl)(p-tolyl)methanone
Channar, Pervaiz Ali; Saeed, Aamer; Erben, Mauricio Federico
; Larik, Fayaz Ali; Riaz, Saira; Flörke, Ulrich; Arshad, Muhammad
![Icon](/themes/CONICETDigital/images/conicet.png)
Fecha de publicación:
09/2019
Editorial:
Elsevier Science
Revista:
Journal of Molecular Structure
ISSN:
0022-2860
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
The title compound (3) was obtained by cyclocondensation of 4-methylbenzohydrazide (2) with 3-chloropentane-2,4-dione (1) in dry ethanol in presence of acetic acid and recrystallization from ethanol. The molecular and crystal structure of the new pyrazole derivative was determined by single crystal X-ray diffraction. It crystallizes in triclinic system with space group P-1. The molecules in the crystal adopt an anti conformation for the mutual orientation of the CO double bond with respect to the NN single bond. The pyrazole and phenyl rings are very far from being coplanar, with a dihedral angle of 49.62(4)°. Additionally, full geometry optimizations and frequency calculations were computed at the B3LYP/6-311++G(d,p) level of approximation. The NBO population analysis showed that the lpp(N1) lone pair orbital contributes to a strong resonance interactions with both adjacent π*(N2=C2) and π*(C5=C4) antibonding orbitals of the pyrazole group.
Palabras clave:
synthesis
,
crystal structure
,
conformation
,
NBO
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Articulos(CEQUINOR)
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Citación
Channar, Pervaiz Ali; Saeed, Aamer; Erben, Mauricio Federico; Larik, Fayaz Ali; Riaz, Saira; et al.; Synthesis, conformational studies and NBO analysis of (4-chloro-3,5-dimethyl-1H-pyrazol- 1-yl)(p-tolyl)methanone; Elsevier Science; Journal of Molecular Structure; 1191; 9-2019; 152-157
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