(2S,5R)-2-Isopropyl-5-methylcyclohexanone Hydrazones

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Nesterkina M., Barbalat D., Zheltvay I., Rakipov I., ATAKAY M., SALİH B., ...More

MOLBANK, no.2, 2019 (ESCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 2
  • Publication Date: 2019
  • Doi Number: 10.3390/m1062
  • Journal Name: MOLBANK
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Keywords: hydrazones, l-menthone, phenoxyacetic acid, terpenoid
  • Hacettepe University Affiliated: Yes

Abstract

Hydrazones were obtained in 76-78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target compounds has been established by FTIR-ATR, Raman, H-1-NMR and C-13-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a-3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.