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41.1.1.1.28 Method 28: Substitution of Iodine Using Polymer-Supported Nitrite

DOI: 10.1055/sos-SD-041-00002

Aitken, R. A.; Aitken, K. M.Science of Synthesis, (20104146.

Iodoalkanes are found to be the most reactive haloalkanes when treated with the nitrite forms of Amberlite IRA-400 and Amberlyst A-26, with reactivity increasing with decreasing alkyl group size, i.e. iodomethane being the most reactive alkyl iodide, followed by 1-iodoethane, -propane, -butane, -pentane, and -octane.[‌154‌] Iodocycloalkanes are also found to react faster with solid-phase nitrating reagents than other halocycloalkanes.[‌156‌]

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