7478-95-7Relevant articles and documents
EFFECT OF GUEST CATIONS ON THE PHOTO-SOLVOLYSIS OF 4'-(1-ACETOXY)ETHYLBENZO-15-CROWN-5
Suzuki, Atsushi,Tada, Masaru
, p. 515 - 516 (1980)
Photo-solvolysis of 4'-(1-acetoxy)ethylbenzo-15-crown-5 (1) in methanol is depressed by the complex formation of the crown ether moiety with alkali metal ions.This effect is accounted for by the destabilization of excited state of 1 and benzyl cation from 1.
Effect of pH on the mechanism of OClO· oxidation of aromatic compounds
Svenson, Doug,Kadla, John F.,Chang, Hou-Min,Jameel, Hasan
, p. 761 - 766 (2007/10/03)
Contrary to previous reports, the reaction mechanism of chlorine dioxide (OClOC·) with benzyl alcohols involves both radical cation and benzyl radical mechanisms dependent on pH. The primary reaction product between OClOC· and 1-(3,4-dimethoxy-phenyl) ethanol at pH 8 is 3,4-dimethoxyacetophenone. At pH 4 no acetophenone was observed; the majority of the degradation products were chlorinated and aromatic ring-oxidized compounds. A primary kinetic isotope effect (kH/kD = 2.05) was observed in the reaction of OClOC· with 1-(3,4-dimethoxy-phenyl)-(1-2H) ethanol at pH 8, but was absent at pH 4 (kH/kD ≈ 1). Similarly, the corresponding methyl ether (4-(1-methoxy)ethyl-1,2-dimethoxybenzene) was substantially less reactive at pH > 6. On the basis of these results, competing pH-dependent reaction mechanisms have been proposed, where at high pH OClOC· reacts with benzyl alcohols via a OClOC·-benzyl alcohol complex.