Kinetic study of the phthalimide N-oxyl radical in acetic acid. Hydrogen abstraction from substituted toluenes, benzaldehydes, and benzyl alcohols

N Koshino, B Saha, JH Espenson

Index: Koshino, Nobuyoshi; Saha, Basudeb; Espenson, James H. Journal of Organic Chemistry, 2003 , vol. 68, # 24 p. 9364 - 9370

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Citation Number: 93

Abstract

The phthalimide N-oxyl (PINO) radical was generated by the oxidation of N- hydroxyphthalimide (NHPI) with Pb (OAc) 4 in acetic acid. The molar absorptivity of PINO is 1.36× 103 L mol-1 cm-1 at λmax 382 nm. The PINO radical decomposes slowly with a second-order rate constant of 0.6±0.1 L mol-1 s-1 at 25° C. The reactions of PINO with substituted toluenes, benzaldehydes, and benzyl alcohols were investigated under an ...

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