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• W2951567348 abstract "The thermal unimolecular decomposition of hex-1-ene-3-yne (HEY) has been investigated over the temperature range 949–1230 K using the technique of very low-pressure pyrolysis (VLPP). One reaction pathway is the expected C5C6 bond fission to form the resonance-stabilized 3-ethenylpropargyl radical. There is a concurrent process producing molecular hydrogen which probably occurs via the intermediate formation of hexatrienes and cyclohexa-1,3-diene. RRKM calculations yield the extrapolated high-pressure rate parameters at 1100 K given by the expressions 1016.0±0.3 exp(−300.4 ± 12.6 kJ mol−1/RT) s−1 for bond fission and 1013.2+0.4 exp(−247.7 ± 8.4 kJ mol−1/RT) for the overall formation of hydrogen. The A factors were assigned from the results of previous studies of related alkynes, alkenes, and alkadienes. The activation energy for the bond fission reaction leads to ΔH [H2CCHCCĊH2] = 391.9, DH [H2CCHCCCH2H] = 363.3, and a resonance stabilization energy of 56.9 ± 14.0 kJ mol−1 for the 3-ethenylpropargyl radical, based on a value of 420.2 kJ mol−1 for the primary CH bond dissociation energy in alkanes. Comparison with the revised value of 46.6 kJ mol−1 for the resonance energy of the unsubstituted propargyl radical indicates that the ethenyl substituent (CH2CH) on the terminal carbon atom has only a small effect on the propargyl resonance energy. © John Wiley & Sons, Inc." @default.
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• W2951567348 date "1992-09-01" @default.
• W2951567348 modified "2023-09-23" @default.
• W2951567348 title "Kinetics of the thermal unimolecular decomposition of hex-1-ene-3-yne. Heat of formation and resonance stabilization energy of the 3-ethenylpropargyl radical" @default.
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• W2951567348 doi "https://doi.org/10.1002/kin.550240903" @default.
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