53300-21-3Relevant academic research and scientific papers
A general synthesis of quinone ammonium salts
Wiedenfeld, David,Minton, Mark A.,Glass, David R.,Nesterov, Vladimir N.,Nsamenang, Kila D.,Han, Dong
, p. 1611 - 1618 (2007/10/03)
A three-step procedure has been developed to convert substituted p-dimethoxybenzenes to quinone ammonium salts. Five examples of quinone ammonium salts have been prepared with this procedure. In the first step, the aromatic species is reacted with N-(hydr
1-Chloro-3,6-dimethoxy-2,5-dimethylbenzene and 1-chloro-3,6-dimethoxy-2,4- dimethylbenzene
Wiedenfeld, David J.,Nesterov, Vladimir N.,Minton, Mark A.,Montoya, Crystal L.
, p. o536-o538 (2007/10/03)
The title compounds, 1-chloro-3,6-dimethoxy-2,5-dimethylbenzene,(IIIa), and 1-chloro-3,6-dimethoxy-2,4-dimethylbenzene, (IIIb), both C10H 13ClO2, were obtained from 2,5- and 2,6-dimethyl-1,4- benzoquinone, respectively, an
Cation Radicals as Intermediates in Aromatic Halogenation with Iodine Monochloride: Solvent and Salt Effects on the Competition between Chlorination and Iodination
Hubig, S. M.,Jung, W.,Kochi, J. K.
, p. 6233 - 6244 (2007/10/02)
Three distinct classes of substitutional reactivity can be discerned in the halogenation of a series of methyl-substituted methoxybenzenes (ArH) with iodine monochloride (ICl), namely, exclusive iodination, exclusive chlorination, and mixed iodination/chlorination.Spectral studies establish the prior formation of the charge-transfer complex which suffers electron transfer to afford the reactive triad .+,I.,Cl(-)> according to Scheme 1.Separate reactivity studies show that chlorination and iodination can result from the quenching of the aromatic cation radical by chloride and iodine (atom), respectively.Iodination versus chlorination thus represents the competition between radical-pair and ion-pair collapse from the reactive triad, and it is predictably modulated by solvent polarity and added salt.
