6302-58-5Relevant articles and documents
Kinetic studies of the reactions of some phenols and alkyl aryl ethers with dinitrogen pentoxide in perfluorocarbon solvents
Crampton,Gibbons,Millar
, p. 1662 - 1665 (2007/10/03)
The reaction of dinitrogen pentoxide in perfluorocarbon solvents with phenols and alkyl aryl ethers carrying halogeno ring-substituents results in nitrodehydrogenation. Rate measurements show that the preferred orientation of nitration is ortho > para > meta to the hydroxy group; the kinetic isotope effect, kH/kD, has a value close to unity. Phenols show considerably higher reactivity than similarly substituted alkyl phenyl ethers, and a mechanism is suggested involving initial interaction of N2O5 with the hydroxy function followed by reaction via cyclic transition states.