Synthesis and characterization of 3-acetoxy-2-methyl-N-(phenyl) benzamide and 3-acetoxy-2-methyl-N-(4-methylphenyl)benzamide

Kirca B. K., ÇAKMAK Ş., Kütük H., ODABAŞOĞLU M., Buyukgungor O.

JOURNAL OF MOLECULAR STRUCTURE, vol.1151, pp.191-197, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1151
  • Publication Date: 2018
  • Doi Number: 10.1016/j.molstruc.2017.09.034
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.191-197
  • Keywords: Amides, Crystal structure, XRD, IR, NMR, CARBOXYLIC-ACIDS, AMIDES, DERIVATIVES
  • Ondokuz Mayıs University Affiliated: Yes


This study treats about two successfully synthesized secondary amide compounds 3-Acetoxy-2-methyl-N-(phenyl)benzamide, I and 3-Acetoxy-2-methyl-N-(4-methylphenyl)benzamide, II. Compounds were characterized by FTIR, H-1 NMR, C-13 NMR and X-ray single crystal diffraction analysis techniques. Single crystal X-ray diffraction analyses show that while I crystallized in the orthorhombic system with space group Pbca, II crystallized in the triclinic system with space group P-1 and the asymmetric unit of II consists of two crystallographically independent molecules. Lattice constants are a = 7.9713 (3) angstrom, b= 9.5059 (3) angstrom, c = 37.1762 (2) angstrom, z = 8 for I and a = 7.5579 (8) angstrom, b = 8.8601 (8) angstrom, c = 23.363 (3) angstrom, alpha = 97.011 (9), beta = 96.932 (9), gamma = 90.051 (8), Z = 4 for II. Crystallographic studies also show that the supramolecular structures were stabilized by intramolecular, intermolecular hydrogen bonds and C-H center dot center dot center dot pi interactions for both compounds. Characteristic amide bonds were observed in IR and NMR spectra. (C) 2017 Published by Elsevier B.V.