Master equations for calculating heterolysis energies in solution
A simple master equation for predicting the heterolysis energies of bonds to give resonance-stabilized ions is tested by reaction of six carbocations with 21 carbanions and four phenoxide anions. The original equation is enormously improved in precision and generality by replacing pK/sub R+/ values as the measure of cation stability. If calculated ..pi.. delocalization energies are used, data for 33 reactions are correlated by eq 5 with r = 0.9948 (instead of r = 0.8812) so that the standard deviation of ..delta..H/sub het/ is +/- 0.702 kcal/mol. With ..delta..H/sub het/ for 9-(methoxycarbonyl)fluorenide anion as the model anion, 66 values are correlated with r = 0.9960, proving the self-consistency of their data as well as the soundness of this approach. Equations such as (5) should provide a simple means for estimating quantitative heterolysis energies in solution for thousands of bonds that give resonance-stabilized ions as products. 23 references, 6 figures, 1 table.
- Research Organization:
- Duke Univ., Durham, NC
- OSTI ID:
- 6572428
- Journal Information:
- Energy Fuel; (United States), Journal Name: Energy Fuel; (United States) Vol. 1:1; ISSN ENFUE
- Country of Publication:
- United States
- Language:
- English
Similar Records
Towards a methodology for breaking carbon-carbon bonds in coal macromolecules. Topical report, January-July 1985
Determination and interrelation of bond heterolysis and homolysis energies in solution. Final report, January 1988-August 1991
Related Subjects
010600* -- Coal
Lignite
& Peat-- Properties & Composition
02 PETROLEUM
023000 -- Petroleum-- Properties & Composition
CARBONACEOUS MATERIALS
CHEMICAL BONDS
CHEMICAL REACTIONS
CLEAVAGE
COAL
CRYSTAL STRUCTURE
DECOMPOSITION
ENERGY SOURCES
ENTHALPY
EQUATIONS
FOSSIL FUELS
FUELS
HYDROCARBONS
KINETIC EQUATIONS
MATERIALS
MICROSTRUCTURE
ORGANIC COMPOUNDS
ORGANIC MATTER
PETROLEUM
PHYSICAL PROPERTIES
REACTION HEAT
THERMODYNAMIC PROPERTIES