13964-15-3Relevant academic research and scientific papers
Pathways for the Decomposition of Alkylaryltriazenes in Aqueous Solution
Jones, Caroline C.,Kelly, Migel A.,Sinnott, Michael L.,Smith, Paul J.,Tzotzos, George T.
, p. 1655 - 1664 (2007/10/02)
Primary alkylaryltriazenes give solvent-equilibrated alkenediazonium ions and anilines in aqueous solution at 25 deg C by two processes.The first, an A-SE2(N) reaction, involves immobilisation of a molecule of catalysing acid, and a transition state in which the proton is essentially completely transferred and little breakage of the N-N bond has occurred.The structure of this transition state varies with the strength of the catalysing acid and the pKa of the liberated aniline in a way interpretable in terms of a More O'Ferrall-Jencks diagram.The second process is the departure of aniline anion without acid assistance.The first process is governed by positive, the second by negative, βlg values.
Effect of Aryl Substituents on the Kinetics of Inactivation of Glycosidases by Glycosylmethylaryltriazenes: Examination of the 'Suicide' Nature of these Inactivations
Sinnott, Michael L.,Tzotzos, George T.,Marshall, Susan E.
, p. 1665 - 1670 (2007/10/02)
The inactivation of the Mg2+-free form of the lacZ-β-galactosidase of Escherichia coli at 25.0 deg C by various β-D-galactopyranosylmethylaryltriazenes resembles the spontaneous, rather than the acid-catalysed decomposition of alkylaryltriazenes in that both the maximum first-order rate constant, and the second-order rate constant, are governed by a negative βlg value at pH 7.0 and at pH 8.0.Less extensive data with the β-xylosidase of Penicillium wortmanni and β-D-xylopyranosylmethylaryltriazenes give a similar result.Although the decomposition of the 2-(β-D-galactopyranosyl)ethyl compounds in aqueous solution is 5-10 fold faster than their lower homologues, β-galactosidase inactivation is 3-13 slower. β-D-Galactopyranosylmethyl-p-nitrophenyltriazene does not inactivate the lectin, RCA ricin.
