The Thermochemical Properties of Naphthalene Derivatives

The objects of this study are nitro derivatives of naphthalene, of which only 1-nitronaphthalene has experimentally determined enthalpies of the formation in the gas phase by different researchers. Based on the double difference method, the enthalpies of the formation of naphthyl-1 and naphthyl-2 radicals are calculated and used to correct the enthalpies of the formation of 1- and 2-nitronaphthalene and other 1- and 2-naphthalene derivatives. The dissociation energy of bonds D(C-NO2) in 1- and 2-nitronaphthalene are calculated based on the obtained data. In nitrobenzene, the value of this bond coincides with that in 1- and 2-nitronaphthalene. A joint calculation of the C-H and C-C bond energies in naphthalene and benzene (from the enthalpies of atomization) shows that their values are the same. This makes it possible to estimate the rearrangement energy of naphthalene radicals as zero.