The Heats of Combustion and Strain Energies of Bicyclo [n.m.0] alkanes

Chang, SJ; Mcnally, D; 2-Tehrany, S; Mary, S; Hickey, J; Boyd, RH

HERO ID

8407496

Reference Type

Journal Article

Year

1970

Language

English

HERO ID 8407496
In Press No
Year 1970
Title The Heats of Combustion and Strain Energies of Bicyclo [n.m.0] alkanes
Authors Chang, SJ; Mcnally, D; 2-Tehrany, S; Mary, S; Hickey, J; Boyd, RH
Journal Journal of the American Chemical Society
Volume 92
Issue 10
Page Numbers 3109-3118
Abstract The heats of combustion, vapor pressures, and liquid heat capacities of a number of bicyclic alkanes have been determined. The derived liquid and gas heats of formation in kilocalories mole-1 at 250 are as follows: cis-bicyclo[3.1.0]hexane, 1.3 ± 0.7, 9.3 ± 0.8; cis-bicyclo[4.1.0]heptane, —8.7 ± 0.8, 0.4 ± 1.0; cis-bicyclo[5.1.0]- octane, —14.2 ± 0.5, —3.8 ± 0.7; m-bicyclo[6.1.0]nonane, —19.4 ± 0.8, —7.6 ± 1.0; cis-bicyclo[4.2.0]octane, —16.3 ± 0.8, —6.1 ± 1.1; cw-bicyclo[3.3.0]octane, —32.6 ± 0.3, —22.3 ± 0.5; ;trans-bicyclo[3.3.0]octane, —26.1 ± 0.4, —15.9 ± 0.6; cis-bicyclo[5.3.0]decane, —43.9 ± 0.9, —31.1 ± 1.2. Experimental strain energies are derived from group contributions. Strain energies and geometries are also calculated by energy minimization with a set of transferable valence force potential functions. The agreement of calculated and experimental strain energies is satisfactory. The gas phase thermodynamic functions (free energy and enthalpy functions, heat capacity, and entropy) are also calculated. © 1970, American Chemical Society. All rights reserved.
Doi 10.1021/ja00713a032
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Language Text English