2196-23-8Relevant articles and documents
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Spangler,C.W.,Woods,G.F.
, p. 2218 - 2222 (1965)
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Methyltriphenoxyphosphonium Iodide (MTPI); Induced Dehydration and Dehydrohalogenation in Aprotic Solvents
Spangler, Charles W.,Kjell, Douglas P.,Wellander, Lori L.,Kinsella, Mary A.
, p. 2287 - 2289 (1981)
Methyltriphenoxyphosphonium iodide (MTPI) is an effective dehydration and dehydrohalogenation reagent under mild conditions when 1,3-dimethylimidazolidin-2-one is used as an aprotic solvent in place of the more normally used hexamethylphosphoric triamide (HMPT).Since previosly suggested mechanisms had proposed alcohol-HMPT interaction as an important mechanistic step, this result coupled with comparative product geometric isomer distributions and the conjugated: non-conjugated triene product ratios leads to the conclusion that MTPI-alcohol interaction with displacement of phenoxide is the primary step in the reaction.In dimethyl sulphoxide (DMSO) alcohol dehydratation is hindered by DMSO-MTPI interaction yielding dimethyl sulphide.