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Title: 4-Hydroxy-N′-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies

Abstract

The titled compound has been synthesized by reaction of 4′-methylacetophenon with 4-hydrox-ybenzohydrazide in presence of catalytic amount of glacial acetic acid. The compound is characterized by elemental analysis, IR, {sup 1}H NMR, {sup 13}C NMR and UV-visible spectra. The crystal structure was determined by X-ray diffraction method. Both X-ray data and NMR spectra indicate that the molecule exists in a trans configuration with respect to the C=N bond. The observation of strong ν(C=O) peak in IR spectra of the aroylhydrazone compound suggests that it is in keto form in solid state. X-ray diffraction results confirm this suggestion. In the crystal structure, there are N-H...O and O-H...O hydrogen bonds and weak C-H...π interaction.

Authors:
 [1]; ;  [2]
  1. Gazi University, Department of Physics Education, Gazi Education Faculty (Turkey)
  2. Muğla University, Department of Chemistry, Arts and Sciences Faculty (Turkey)
Publication Date:
OSTI Identifier:
22311409
Resource Type:
Journal Article
Journal Name:
Crystallography Reports
Additional Journal Information:
Journal Volume: 58; Journal Issue: 7; Other Information: Copyright (c) 2013 Pleiades Publishing, Inc.; http://www.springer-ny.com; Country of input: International Atomic Energy Agency (IAEA); Journal ID: ISSN 1063-7745
Country of Publication:
United States
Language:
English
Subject:
75 CONDENSED MATTER PHYSICS, SUPERCONDUCTIVITY AND SUPERFLUIDITY; 36 MATERIALS SCIENCE; CHEMICAL PREPARATION; CRYSTAL STRUCTURE; HYDRAZIDES; INFRARED SPECTRA; INTERACTIONS; METHYL RADICALS; MOLECULES; NMR SPECTRA; NUCLEAR MAGNETIC RESONANCE; PEAKS; PHENYL RADICALS; SOLIDS; STRUCTURAL CHEMICAL ANALYSIS; X-RAY DIFFRACTION

Citation Formats

Dilek, N., E-mail: nefised@gmail.com, Güneş, B., Gökçe, C., and Güp, R. 4-Hydroxy-N′-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies. United States: N. p., 2013. Web. doi:10.1134/S1063774513080026.
Dilek, N., E-mail: nefised@gmail.com, Güneş, B., Gökçe, C., & Güp, R. 4-Hydroxy-N′-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies. United States. https://doi.org/10.1134/S1063774513080026
Dilek, N., E-mail: nefised@gmail.com, Güneş, B., Gökçe, C., and Güp, R. 2013. "4-Hydroxy-N′-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies". United States. https://doi.org/10.1134/S1063774513080026.
@article{osti_22311409,
title = {4-Hydroxy-N′-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies},
author = {Dilek, N., E-mail: nefised@gmail.com and Güneş, B. and Gökçe, C. and Güp, R.},
abstractNote = {The titled compound has been synthesized by reaction of 4′-methylacetophenon with 4-hydrox-ybenzohydrazide in presence of catalytic amount of glacial acetic acid. The compound is characterized by elemental analysis, IR, {sup 1}H NMR, {sup 13}C NMR and UV-visible spectra. The crystal structure was determined by X-ray diffraction method. Both X-ray data and NMR spectra indicate that the molecule exists in a trans configuration with respect to the C=N bond. The observation of strong ν(C=O) peak in IR spectra of the aroylhydrazone compound suggests that it is in keto form in solid state. X-ray diffraction results confirm this suggestion. In the crystal structure, there are N-H...O and O-H...O hydrogen bonds and weak C-H...π interaction.},
doi = {10.1134/S1063774513080026},
url = {https://www.osti.gov/biblio/22311409}, journal = {Crystallography Reports},
issn = {1063-7745},
number = 7,
volume = 58,
place = {United States},
year = {Sun Dec 15 00:00:00 EST 2013},
month = {Sun Dec 15 00:00:00 EST 2013}
}