Mechanism of the hydroxyiodination of 2‐butenoic acid
- 1 August 1982
- journal article
- research article
- Published by Wiley in International Journal of Chemical Kinetics
- Vol. 14 (8) , 927-932
- https://doi.org/10.1002/kin.550140811
Abstract
Aqueous iodination of trans‐2‐butenoic acid proceeds via hydrolysis of I2 to form HOI and I−, then rapid addition of HOI across the double bond to form the iodohydrin product. In the presence of iodate to keep iodide concentration low, the reaction proceeds at a conveniently measurable rate. The rate for the addition reaction is −d[C4H6O2]/dt = 5900 [H+][C4H6O2][HOI]M/s at 25.0°C when [IO] = 0.025M and ionic strength = 0.3. The overall rate law in the presence of iodate is where [H+] and [IO] are total concentrations used to prepare the solution.Keywords
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