Calorimetric and computational thermochemical study of 3,3-tetramethyleneglutaric acid, 3,3-tetramethyleneglutaric anhydride, and 3,3-tetramethyleneglutarimide

• Type: Article in International Scientific Journal
• Date: 2008

Authors

Agostinha A R Matos (Author) FCUP; Margarida S Miranda (Author) Other; Diana A P Fonseca (Author) Other; Victor M F Morais (Author) ICBAS; Joel F Liebman (Author) Other

Journal

Title: Journal of Physical Chemistry A

Vol. 112

Pages: 10053-10058

ISSN: 1089-5639

Publisher: American Chemical Society

Indexing

ISI Web of Knowledge - 1 Citation

Scopus - 1 Citation

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-003-VJ3

DOI: 10.1021/jp805292x

Abstract (EN): The standard (p degrees = 0.1 MPa) molar energies of combustion in oxygen, at T = 298.15 K, of solid 3,3-tetramethyleneglutaric acid and the related 3,3-tetramethyleneglutaric anhydride and 3,3-tetramethylenegiutarimide were measured by static bomb combustion calorimetry. The values of the standard molar enthalpies of sublimation, at T = 298.15 K, were obtained by Calvet microcalorimetry, allowing the calculation of the standard molar enthalpies of formation of the compounds, in the gaseous state, at T = 298.15 K. The geometries of the experimentally studied compounds were fully optimized using density functional theory with the B3LYP functional and extended basis sets. More accurate energies were also obtained from single-point calculations at the most stable B3LYP/6-311G** geometries, using the cc-pVTZ basis set. From these calculations the standard molar enthalpies of formation of 3,3-tetramethyleneglutaric acid, 3,3-tetramethyleneglutaric anhydride, and 3,3-tetramethyleneglutarimide were estimated using isodesmic reactions involving glutaric acid, glutaric anhydride, and glutarimide, respectively. Experimental and computational results were used in the discussion of the interrelation of energetics and structure in these compounds and compared with other structurally related compounds.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 6