Title
Structural studies of cyclic ureas: 1. Enthalpies of formation of imidazolidin-2-one and N,N′-trimethyleneurea
Date Issued
01 March 2008
Access level
metadata only access
Resource Type
journal article
Author(s)
Ribeiro da Silva M.d.D.M.C.
Ribeiro da Silva M.A.V.
Freitas V.L.S.
Roux M.V.
Jiménez P.
Temprado M.
Cabildo P.
Claramunt R.M.
Elguero J.
Abstract
A thermophysical and thermochemical study has been carried out for crystalline imidazolidin-2-one and N,N′-trimethyleneurea [tetrahydropyrimidin-2(1H)-one]. The thermophysical study was made by differential scanning calorimetry, d.s.c., in the temperature intervals between T = 268 K and their respective melting temperatures. Several solid-solid transitions have been detected in imidazolidin-2-one. The standard (p{ring operator} = 0.1 MPa) molar enthalpies of formation, at T = 298.15 K, for crystalline imidazolidin-2-one and N,N′-trimethyleneurea [tetrahydropyrimidin-2(1H)-one], were determined using static-bomb combustion calorimetry. The standard molar enthalpies of sublimation, at T = 298.15 K, for the two compounds were derived from the variation of their vapour pressures, measured by the Knudsen effusion method, with the temperature. These two thermochemical parameters yielded the standard molar enthalpies of formation of the two cyclic urea compounds studied in the gaseous phase at T = 298.15 K. These values are discussed in terms of molecular structural contributions and interpreted on the bases of the "benzo-condensed effect" and of the ring strain of imidazolidin-2-one. © 2007 Elsevier Ltd. All rights reserved.
Start page
386
End page
393
Volume
40
Issue
3
OCDE Knowledge area
Química
Subjects
Scopus EID
2-s2.0-43049091268
Source
Journal of Chemical Thermodynamics
ISSN of the container
10963626
Sponsor(s)
Thanks are due to Gabinete de Relações Internacionais da Ciência e do Ensino Superior (GRICES), Lisbon, Portugal, and Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain for a joint research project GRICES/CSIC. Thanks are due to Fundação para a Ciência e a Tecnologia, F.C.T., Lisbon, Portugal, and to FEDER for financial support to Centro de Investigação em Química da Universidade do Porto (CIQ-U.P.). V.L.S.F. thanks Faculdade de Ciências for a research grant. The Spanish co-authors gratefully acknowledged the support of DGES/MEC (CTQ 2006-02586, CTQ 2006-12745/BQU, CTQ 2006-10178/BQU).
Sources of information:
Directorio de Producción Científica
Scopus