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Rate Constants for the Reaction of Diphenyl Carbonyl Oxide with Phenols

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Abstract

The kinetics of the reaction of diphenyl carbonyl oxide Ph2COO with o- and p-substituted phenols is studied by pulse photolysis and high-speed spectrophotometry. The rate constant strongly depends on the phenol structure and ranges from 1.3 × 103 for ionol to 2.1 × 108 l mol–1 s–1 for o-aminolphenol. A U-shaped curve illustrating how the logarithm of the rate constant changes with a change in the Hammett constants (σ0) of the substituents in the aromatic ring is found for the studied compounds. Possible pathways for the reaction of Ph2COO with phenols are discussed.

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Nazarov, A.M., Khursan, S.L., Chainikova, E.M. et al. Rate Constants for the Reaction of Diphenyl Carbonyl Oxide with Phenols. Kinetics and Catalysis 42, 35–40 (2001). https://doi.org/10.1023/A:1004844528121

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