Kinetics and mechanism of acid-catalyzed hydrolysis of the diazo functional groups of 1-diazo-2-indanone and 2-diazo-1-indanone in aqueous solution

Y Chiang, AJ Kresge, O Sadovski…

Index: Chiang, Yvonne; Kresge, A. Jerry; Sadovski, Oleg; Zeng, Xiaofeng; Zhu, Yu Canadian Journal of Chemistry, 2005 , vol. 83, # 9 p. 1202 - 1206

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Citation Number: 3

Abstract

Rates of hydrolysis of 1-diazo-2-indanone and 2-diazo-1-indanone were measured in dilute aqueous perchloric acid solutions using both H2O and D2O as the solvent, and rates of hydrolysis of the latter substrate were measured in dilute aqueous (H2O only) formic acid buffer solutions as well. The data for 1-diazo-2-indanone gave the hydronium ion catalytic coefficient k H+= 5.7× 10 3 (mol/L) 1 s 1 and the isotope effect k H+/k D+= 2.9. The normal ...