N-Alkylhydroxamic acids

Although kinetic evidence for prior equilibrium inclusion was not obtained, competitive inhibition by cyclohexanol and apparent substrate specificity once again provide strong support for this mechanism. Since the rate of the catalytic reaction is strictly proportional to the concentration of the ionized hydroxamate function (kinetic and spectrophotometric p/Cas are identical within experimental error and are equal to 8.5), the reaction probably proceeds by a nucleophilic mechanism to produce an acyl intermediate. Although acyl derivatives of N-alkylhydroxamic acids are exceptionally labile in aqueous solution, deacylation is nevertheless the ratedetermining step of the overall hydrolysis (Gruhn and Bender, 1969). 

N-Alkylhydroxamic acid hydrolysis Methyl Violet + OH" Cl C12H25S03Na + H30+, CTABr + OH". An attempt made to separate electronic and hydrophobic effects on the micellar reaction Anionic and cationic micelles. Effect of surfactant structure examined Berndt el at., 1984 Malaviya and Katiyar, 1984... 

V. Lakshmanan, N. Rathie and B. Monzyk, Evaluation of N-alkylhydroxamic Acids for Selective Iron Separation from Zinc Process Liquors for High Purity Iron Products , Iron Control and Disposal. J.E. Dutrizac and G.B. Harris, Eds., Canadian Institute of Mining, Metallurgy and Petroleum, Montreal, Canada, 1996, 357-367. 

Mell997b Mellor, S.L. and Chan, W.C., 4-[2,4-Dimethoxy-phenyl(N-fluoren-9-ylmethoxycarbonyl-N-alkylaminooxy)-me-thyllphenoxymethlyl polystyrene A Multiple Solid-Phase Approach to N-Alkylhydroxamic Acids, J. Chem. Soc., Chem. Commun., (1997) 2005-2006. 

The formation of azetidinone rings has been approached in nearly every conceivable way. Now an efficient biomimetic synthesis has been developed on the basis of cyclization of /3-hydroxyhydroxamic acids. The key to the process is the low pXa (-NH) of the intermediate O-alkylhydroxamic acid (185), which facilitates N—C(4) bond closure to give 7V-alkoxy-2-azetidinones (186). 

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