Thermodynamic and aromaticity studies for the assessment of the halogen ... cyano interactions on Iodobenzonitrile

• Type: Article in International Scientific Journal
• Date: 2013

Authors

Ines M Rocha (Author) Other; Maria D M C R Ribeiro da Silva (Author) FCUP; Manuel A V R Ribeiro da Silva (Author) Other

Journal

Title: Journal of Chemical Thermodynamics

Vol. 65

Pages: 204-212

ISSN: 0021-9614

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 5 Citations

Scopus - 6 Citations

Scientific classification

FOS: Engineering and technology > Mechanical engineering

Other information

Authenticus ID: P-006-74Z

DOI: 10.1016/j.jct.2013.06.003

Abstract (EN): The standard (p degrees = 0.1 MPa) molar enthalpies of formation, in the gaseous phase, of the 2-, 3- and 4-iodobenzonitrile isomers were derived from the combination of the corresponding standard molar enthalpies of formation, in the condensed phase, at T = 298.15 K, and the standard molar enthalpies of sublimation, at the same temperature, calculated respectively from the standard molar energies of combustion in oxygen, measured by rotating-bomb calorimetry, and from the vapour-pressure study of the referred compounds, measured by mass-loss Knudsen effusion technique. The strength of the halogen-halogen and the halogen-cyano intermolecular interactions, in the crystal, are evaluated by the enthalpies and entropies of phase transition of the iodobenzonitrile derived from mass-loss Knudsen technique and differential scanning calorimetry measurements and compared with those reported to fluorobenzonitrile and bromobenzonitrile isomers. The computational calculations complement the experimental work, using different aromaticity criteria (HOMA, NICS, Shannom Aromaticity, PDI and ATI) for the analysis of the electronic behaviour of each iodobenzonitrile isomer.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 9