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• W2053702933 abstract "Thermolabile Hydrocarbons, 30. - Thermal Stability and Heat of Formation of 1,1,2,2- and 1.1,1,2-Tetraphenylethane. -Energy of Stabilisation of Benzhydryl and Triphenylmethyl Radicals Heats of combustion of symmetrical (3) and unsymmetrical tetraphenylethane (4) were determined by combustion calorimetry: ΔH(c)(3) = - 3249.5 ± 0.8;(4) = - 3252.0 ± 0.6 kcal/mol. Enthalpies of sublimation of 3 (ΔH = 32.7 kcal/mol) and 4 (31.7 kcal/mol) were obtained from vapour-pressure-temperature relations, which were determined by a gassaturation method. The resulting heats of formation ΔH(g) (3) = 85.4 ± 1.3 and ΔH(g)(4) = 87.3 ± 0.8 kcal/mol correspond to low strain energies: H, (3) = 1.5 and Hs (4) = 4.6 kcal/mol. The thermolysis reactions above 200°C in solution with thiophenol as a scavenger are clean first order processes. The following activation parameters are obtained from kinetic measurements: ΔH# (3) = 47.3 ± 0.3, (4) = 45.0 ± 0.3 kcal/mol, ΔS# (3) = 12.8 ± 0.5 and (4) = 14.0 ± 0.6 e.u. From the presented thermodynamic and kinetic data the stabilisation energies of the benzhydryl (1) and the trityl radical (2) have been derived by comparison with the corresponding data for the alkanes 7 and 9. As a result 1 is stabilysed by 12.9 ± 0.9 and 2 by 20.0 ± 1.7 kcal/mol, compared with a secondary or tertiary alkyl radical, respectively. Thus the substituent effect of two (or three) phenyl rings in 1 (or 2) is smaller than twice (or thrice) the value for one phenyl group14): 7.8 ± 2.0 for a secondary and 8.4 ± 1.2 kcal/mol for a teriary benzyl radical. This can be explained by steric repulsion between the phenyl rings and steric inhibition of resonance." @default.
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• W2053702933 date "1990-01-01" @default.
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• W2053702933 title "Thermolabile Kohlenwasserstoffe, 30 Thermische Stabilität und Bildungsenthalpie von 1,1,2,2‐ und 1,1,1,2‐Tetraphenylethan. – Die Stabilisierungsenergien von Benzhydryl‐ und Triphenylmethyl‐Radikalen" @default.
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• W2053702933 doi "https://doi.org/10.1002/cber.19901230126" @default.
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