Conformational Flexibility of Limonene Oxide Studied By Microwave Spectroscopy

Donatella Loru, María Mar Quesada-Moreno, Juan Ramón Avilés-Moreno, Natasha Jarman, Thérèse R. Huet, Juan Jesús López-González*, M. Eugenia Sanz

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)
265 Downloads (Pure)

Abstract

Monoterpenoids are biogenic volatile organic compounds that play a major role in atmospheric chemistry by participating in the formation of aerosols. In this work, the monoterpenoid (R)-(+)-limonene oxide (C10H16O) was characterized in the gas phase by Fourier-transform microwave spectroscopy in a supersonic jet. Five conformers of limonene oxide, four equatorial and one axial considering the configuration of the isopropenyl group, were unambiguously identified from analysis of the rotational spectrum. The observed conformers include cis and trans forms, which are stabilized by a subtle balance of hydrogen bonds, dispersive interactions, and steric effects. Estimated conformational relative abundances surprisingly reveal that the abundance of the axial conformer is similar to that of some of the equatorial conformers. In addition, the potential energy surface was extensively explored by using density functional theory and abinitio methods.

Original languageEnglish
Article number10.1002/cphc.201600991
Pages (from-to)274-280
Number of pages8
JournalChemPhysChem
Volume18
Early online date23 Nov 2016
DOIs
Publication statusPublished - 2 Feb 2017

Keywords

  • Abinitio calculations
  • Atmospheric chemistry
  • Conformation analysis
  • Rotational spectroscopy
  • Terpenoids

Fingerprint

Dive into the research topics of 'Conformational Flexibility of Limonene Oxide Studied By Microwave Spectroscopy'. Together they form a unique fingerprint.

Cite this