Iodination and iodo-compounds. Part IV. The effect of substituents and solvent composition on the rate of aromatic iodination by means of the tri-iodine cation
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 595-599
- https://doi.org/10.1039/p29730000595
Abstract
The rate and products of the reaction between each of a range of deactivated substituted benzenes and the tri-iodine cation, in sulphuric acid solution, have been investigated. The rate constants may be correlated by the electrophilic substituent constants σ+ giving a value for the reaction constant ρ=–6·4. The kinetic isotope effect for the iodination of benzoic acid was found to be kH/kD= 2. Further details of the solvent effect are reported.Keywords
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