title: Experimental determination of the alpha and beta C--H bond dissociation energies in naphthalene.
abstract: The acidities of the two different sites in naphthalene (1alpha and 1beta) and the electron affinities of the alpha- and beta-naphthyl radicals were measured using a Fourier transform mass spectrometer. Both carbon-hydrogen bond dissociation energies for naphthalene also were obtained, in this case via the application of a thermodynamic cycle. The final results are DeltaH(o)acid (1alpha) = 394.2+/-1.2 kcal mol(-1), DeltaH(o)acid (1beta) = 395.5+/-1.3 kcal mol(-1), EA(alpha) = 31.6+/-0.5 kcal mol(-1), EA(beta) = 31.6+/-0.5 kcal mol(-1), BDE(1alpha) = 112.2+/-1.3 kcal mol(-1) and BDE(1alpha) = 111.9+/-1.4 kcal mol(-1), and they are compared to benzene and phenyl radical as well as ab initio and density functional theory (B3LYP) calculations.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: D R
authors.initials: DR
authors.lastname: Reed
authors.forename: S R
authors.initials: SR
authors.lastname: Kass
mesh_terms: D004785:Environmental Pollutants; D013058:Mass Spectrometry; D009281:Naphthalenes / Q000737:chemistry*
chemical_list: D004785:Environmental Pollutants; D009281:Naphthalenes; C031721:naphthalene