Title
The plausible aromaticity of 1,8-naphthalimides: The enthalpy of formation of N-methyl-1,8-naphthalimide
Date Issued
05 October 2000
Access level
metadata only access
Resource Type
journal article
Author(s)
Roux M.
Jiménez P.
Martín-Luengo M.
Rotello V.
Cuello A.
Liebman J.
Consejo Superior de Investigaciones Científicas
Abstract
In order to understand the aromaticity of 1,8-naphthalimides, the enthalpies of combustion and sublimation of N-methyl-1,8-naphthalimide were determined. The numerical values are -6095.8 ± 3.5 and 109.7 ± 0.8 kJ · mol-1. The enthalpies of formation of condensed and gas phase N-methyl-1,8-naphthalimide are accordingly -306.1 ± 3.9 and -196.4 ± 4.0 kJ · mol-1. It is deduced that naphthalimides enjoy some 40 kJ · mol-1 of aromatic stabilization over that of the maleimides, shown to be nominally destabilized and modestly antiaromatic in our recently published thermochemical study.
Start page
1
End page
7
Volume
11
Issue
1
Language
English
OCDE Knowledge area
Química inorgánica, Química nuclear
Scopus EID
2-s2.0-0033825182
Source
Structural Chemistry
ISSN of the container
10400400
Sponsor(s)
M.V.R., P.J., J.Z.D., and M.A.M.-L. would like to acknowledge support of the Spanish DGICES (Project PB96-0927-C02-01), and J.F.L. would like to thank the Chemical Science and Technology Laboratory of the
Sources of information: Directorio de Producción Científica Scopus