Kinetics of the gas‐phase reaction of allyl alcohol with iodine. The heat of formation and stabilization energy of the hydroxyallyl radical

The reaction of iodine with allyl alcohol has been studied in a static system, following the absorption of visible light by iodine, in the temperature range 150-190°C and in the pressure range 10-200 torr. The rate-determining step has been found to be and k3 is consistent with the equation From the activation energy and the assumption E-3 = 1 ± 1 kcal mol−1, it has been calculated that kcal mol−1. The stabilization energy of the hydroxyallyl radical has been found to be 11.4 ± 2.2 kcal mol−1.

[1]  D. Golden,et al.  Kinetics of the I2-catalyzed isomerization of allyl chloride to cis- and trans-1-chloro-1-propene. The stabilization energy of the chloroallyl radical† , 1973 .

[2]  D. Golden,et al.  Kinetics of the reaction of iodine with acrolein. Bond dissociation energy of the carbonyl carbon-hydrogen bond , 1973 .

[3]  D. Golden,et al.  Bond dissociation energy of the carbon-hydrogen bond in ethanol. Kinetic study of the reaction iodine + ethanol , 1972 .

[4]  S. Benson,et al.  Reactions of methyl benzoate and methyl formate with hydrogen bromide and hydrogen iodide , 1970 .

[5]  A. B. Trenwith.  Dissociation of 1-butene, 3-methyl-1-butene, and of 3,3-dimethyl-1-butene and the resonance energy of the allyl, methyl allyl and dimethyl allyl radicals , 1970 .

[6]  J. D. Cox,et al.  Thermochemistry of organic and organometallic compounds , 1970 .

[7]  S. Benson,et al.  Carbon–hydrogen bond strengths in methyl formate and the kinetics of the reaction with iodine , 1969 .

[8]  D. Golden,et al.  Additivity rules for the estimation of thermochemical properties , 1969 .

[9]  D. Golden,et al.  Free-radical and molecule thermochemistry from studies of gas-phase iodine-atom reactions , 1969 .

[10]  S. Benson,et al.  The Heats of Formation of Acetyl Iodide and the Acetyl Radical , 1966 .

[11]  J. Kerr.  Bond Dissociation Energies by Kinetic Methods , 1966 .

[12]  S. Benson,et al.  Kinetics and Mechanism of the Gas Phase Reaction between Iodine and Isopropyl Alcohol and the Tertiary Carbon-Hydrogen Bond Strength in Isopropyl Alcohol1a , 1966 .

[13]  D. Golden,et al.  The Kinetics and Mechanism of the Reaction I2 + C3H6 →← C3H5I + HI and the Heat of Formation of the Allyl Radical1 , 1966 .

[14]  S. Benson,et al.  Iodine and Nitric Oxide Catalyzed Isomerization of Olefins. VII. The Stabilization Energy in the Pentadienyl Radical and the Kinetics of the Positional Isomerization of 1,4-Pentadiene1 , 1966 .

[15]  D. Golden,et al.  The Thermochemistry of the Gas Phase Equilibrium I2 + CH4 [UNK] CH3I + HI and the Heat of Formation of the Methyl Radical1 , 1965 .

[16]  S. Benson,et al.  III - Bond energies , 1965 .

[17]  D. Golden,et al.  Iodine-Catalyzed Isomerization of Olefins. II. The Resonance Energy of the Allyl Radical and the Kinetics of the Positional Isomerization of 1-Butene , 1964 .

[18]  S. Benson,et al.  The Kinetics of the Iodine2-catalyzed Positional Isomerism of Butene-1. The Resonance Energy of the Allyl Radical , 1963 .

[19]  S. Benson,et al.  Thermodynamics of Iodine Addition to Ethylene, Propylene, and Cyclopropane , 1962 .