Favored Conformations of Carbonyl Compounds : A Structural Study of n-Octanal

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim..

We report on the molecular structures of the two most abundant conformers of n-octanal observed by molecular beam Fourier transform microwave spectroscopy. Next to limonene, which is the main component of citrus-oil, octanal and other n-alkyl aldehydes strongly enhance the typical fresh smell of lemon-oil. Due to the high flexibility of its n-alkyl chain and the high number of possible conformers, different semi-empirical methods (AM1, PM3, MMFF94) were used to sample the conformational space of octanal before performing more sophisticated quantum chemical calculations at the MP2 level of theory. This technique has previously been shown to be an ideal tool to characterize relevant odorant structures in fragrance chemistry. The structure of octanal and structurally related molecules is discussed in the context of the most abundant chain conformations and the potential use of the microwave validated structures for further studies in biological media.

Medienart:

E-Artikel

Erscheinungsjahr:

2017

Erschienen:

2017

Enthalten in:

Zur Gesamtaufnahme - volume:18

Enthalten in:

Chemphyschem : a European journal of chemical physics and physical chemistry - 18(2017), 19 vom: 06. Okt., Seite 2631-2636

Sprache:

Englisch

Beteiligte Personen:

Truong, Khai-Nghi [VerfasserIn]
Weger, Lindsey B [VerfasserIn]
Stahl, Wolfgang [VerfasserIn]
Mouhib, Halima [VerfasserIn]

Links:

Volltext

Themen:

Citrus fragrances
Dynamics
Journal Article
N-octanal
Rotational spectroscopy
Structure

Anmerkungen:

Date Completed 02.02.2018

Date Revised 02.02.2018

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1002/cphc.201700341

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM271612231