NMR and quantum chemical analysis of 3-(2-methly-2-phenylhydrazinyl) cyclohex-2-en-1-one

Zsófia Dubrovay, P. Szalay

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Two-dimensional representation of a molecular structure is in some casesmisleading, since it may not correctly represent important details and may not provide adequate information on the electronic structure of the molecule. In such cases the physical-chemical properties of the molecule will not be properly interpreted on the basis of the molecular formula. For example, the NMR spectrum will differ significantly from what would be intuitively expected on the basis of this formula and one can deduce the correct electronic and steric structure of themolecule from the obtained spectra instead. In this article the NMR and quantum chemical analysis of the title compound 3-(2-methly-2- phenylhydrazinyl)cyclohex-2-en-1-one will be presented. The unusual NMR spectra and surprising protonation site of this compound will be explained based on the delocalization of the π-symmetric orbitals of its molecules. The proposed electronic structure and the observed but unexpected physical-chemical properties have been confirmed by quantum chemical calculations.

Original languageEnglish
Article number2293
JournalJournal of Molecular Modeling
Volume20
Issue number6
DOIs
Publication statusPublished - 2014

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Molecular Structure
chemical analysis
Nuclear magnetic resonance
electronic structure
chemical properties
Chemical properties
nuclear magnetic resonance
Molecules
Electronic structure
Chemical analysis
molecules
Protonation
Molecular structure
molecular structure
orbitals
3-(2-methly-2-phenylhydrazinyl)cyclohex-2-en-1-one

Keywords

  • 3-(2-Methyl-2-phenylhydrazinyl)cyclohex-2-en-1-one
  • Delocalization
  • NMR
  • Protonation
  • Quantumchemical calculations

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computer Science Applications
  • Computational Theory and Mathematics
  • Catalysis
  • Organic Chemistry
  • Inorganic Chemistry
  • Medicine(all)

Cite this

NMR and quantum chemical analysis of 3-(2-methly-2-phenylhydrazinyl) cyclohex-2-en-1-one. / Dubrovay, Zsófia; Szalay, P.

In: Journal of Molecular Modeling, Vol. 20, No. 6, 2293, 2014.

Research output: Contribution to journalArticle

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