Thermodynamic properties of quinoxaline-1,4-dioxide derivatives: A combined experimental and computational study

• Type: Article in International Scientific Journal
• Date: 2004

Authors

da Silva, MDMCR (Author) FCUP; Gomes, JRB (Author) Other; Goncalves, JM (Author) FCUP; Sousa, EA (Author) Other; Pandey, S (Author) Other; Acree, WE (Author) Other

Journal

Title: Journal of Organic Chemistry

Vol. 69

Pages: 2785-2792

ISSN: 0022-3263

Publisher: American Chemical Society

Indexing

ISI Web of Knowledge - 27 Citations

Scopus - 26 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-000-ASK

DOI: 10.1021/jo035695b

Abstract (EN): The mean (N-O) bond dissociation enthalpies were derived for three 2-methyl-3-(R)-quinoxaline 1,4-dioxide (1) derivatives, with R = methyl (1a), ethoxycarbonyl (1b), and benzyl (1c). The standard molar enthalpies of formation in the gaseous state at T = 298.15 K for the three 1 derivatives were determined from the enthalpies of combustion of the crystalline solids and their enthalpies of sublimation. In parallel, accurate density functional theory-based calculations were carried out in order to estimate the gas-phase enthalpies of formation for the corresponding quinoxaline derivatives. Also, theoretical calculations were used to obtain the first and second N-O dissociation enthalpies. These dissociation enthalpies are in excellent agreement with the experimental results herewith reported.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8