Aspects of the aromaticity of anthranil

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

Authors

Matos, MAR (Author) FCUP; Miranda, MS (Author) Other; Morais, VMF (Author) ICBAS; Liebman, JF (Author) Other

Journal

Title: European Journal of Organic Chemistry

Vol. 2004

Pages: 3340-3345

ISSN: 1434-193X

Publisher: Wiley-Blackwell

Indexing

ISI Web of Knowledge - 22 Citations

Scopus - 18 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-000-9D3

DOI: 10.1002/ejoc.200400158

Abstract (EN): The standard (pdegrees = 0.1 MPa) molar enthalpy of formation of liquid anthranil was measured at T = 298.15 K by static bomb calorimetry and the standard molar enthalpy of vaporization at T = 298.15 K was obtained using Calvet microcalorimetry. These values were used to derive the standard molar enthalpy of formation of anthranil in the gaseous phase. Thermochemical and quantum chemical comparisons were made to interrelate anthranil and its isomers, 1,2-benzisoxazole, benzoxazole and 2-cyanophenol, and the monocyclic heterocycles, isoxazole and oxazole. Comparisons with benzofurazan and isobenzofuran were also made. Additionally nucleus-independent chemical shifts were used as an aromaticity index. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 6