THERMAL DECOMPOSITION OF BENZYL PHENYL ETHER AND BENZYL PHENYL KETONE IN THE PRESENCE OF TETRALIN.

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Sato, Yoshiki [1 ]
Yamakawa, Toshio [1 ]
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[1] Natl Research Inst for Pollution, & Resources, Coal & Carbon, Div, Ibaraki, Jpn, Natl Research Inst for Pollution & Resources, Coal & Carbon Div, Ibaraki, Jpn
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Rates of decomposition of benzyl phenyl ether and benzyl phenyl ketone have been measured in liquid phase over the temperature range 260-440 degree C in the presence of a large excess of Tetralin as a hydrogen donating agent. The decompositions obey the first-order rate law with the values of activation energy and A factor being 53. 2 kcal/mol and 10**1**5**. **2 s** minus **1 for benzyl phenyl ether and 60. 1 kcal/mol and 10**1**3**. **8 s** minus **1 for benzyl phenyl ketone, respectively. The kinetic parameters as well as product distributions can be interpreted by a consecutive mechanism in which the dissociation of the central C-O or C-C bond controls overall rate. The resonance stabilization energies of phenoxy and benzoyl radicals in conform with the proposed mechanism are 10-17 and 13 kcal/mol, respectively. The effect of various solvents or additives on the decomposition is also discussed.
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