Synthesis and phase transition in new chalcone derivatives: Crystal structure of 1-phenyl-3(4 '-undecylcarbonyloxyphenyl)-2-propen-1-one

G Y Yeap, I Susanti, B S Teoh, W A K Mahmood, W T A Harrison

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Abstract

A series of new chalcone derivatives with a general formula of CH3CnH2n COOC6H4CH:CHCOC6H4 where n = 10, 12, 14, and 16 were well synthesized and crystallized from organic solution. The physical properties as well as the chemical formulations of these compounds were determined by the microanalysis and spectroscopic methods (FTIR, and H-1 and C-13 NMR). Crystal structure of CH3 C10H20COOC6H4CH:CHCOC6H4 was determined by single-crystal X-ray diffraction analysis. The space group of this crystal is triclinic with a = 5.8570(3) angstrom, b = 8.5640(5) angstrom, c = 24.1592(12) angstrom, V = 1175.82(11) angstrom(3), and Z = 2, and its structure was refined to R(F) = 0.055 and omega R(F-2) = 0.161. The elongated terminal alkyl chain is fully stretched in solid phase. Phase-transition temperatures and the thermal parameters were obtained from differential scanning calorimetry (DSC). The texture observation was carried out with a polarizing optical microscope (POM) over heating and cooling cycles. All of the title compounds except undecylcarbonyloxy analogue exhibit Cr-1-Cr-2 transition with smectic-like texture within the Cr-2 phase.

Original languageEnglish
Pages (from-to)133-146
Number of pages14
JournalMolecular Crystals and Liquid Crystals
Volume442
DOIs
Publication statusPublished - 2005

Keywords

  • chalcone derivatives
  • differential scanning calorimetry
  • 1-phenyl-3(4 '-undecylcarbonyloxyphenyl)-2-propen-1-one
  • polarizing optical microscope
  • single-crystal X-ray diffraction analysis
  • C15H12O2

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