Phosphite diiodide

Phosphite diiodide converts alcohols to iodides. This reagent has been used much less often than the corresponding dibromides or dichlorides. Phosphite methiodides give better yields of iodides in the reaction with primary, secondary and tertiary alcohols and are simple to use. Neopentyl iodide is isolated in 70% yield from the reaction of triphenyl phosphite, neopentyl alcohol and methyl iodide (equation 25). This reaction is remarkable considering the severe steric bulk of the neopentyl group which often makes rearrangement become the major process. 

T riphenylphosphine—Diethyl azodi-carboxylate, 280, 645 Triphenylphosphine dibiomide, 645-646 Triphenylphosphine dichloride, 646-647 Triphenylphosphine dihaiides, 647-648 Triphenylphosphine diiodide, 648 Triphenylphosphine ditriflate, 648 Triphenylphosphite methiodide, 649 Triphenyl phosphite ozonide, 435 Triphenyl(prop-2-ynyl)phosphonium bromide, 494 Triphenylsilanol, 655, 656 Triphenylstannane, 649 Triphenyltin hydride, 649 Triphenylvinylsilane, 637 Triphosphopyridine nucleotide, 36-37 Tri- -propyl orthovanadate, 655 Tris-annelation, 410 Ttis(aquo)hexa-fi-acetato-p,-oxotri-ruthenium acetate, 425-426,650 Tris(dimethoxyboryl)methane, 328, 329 Tris(dimethylamino)borane, 554 Trishomocubanone, 108 Tris(neomenthyldiphenylphosphine)-chlororhodium, 416... 

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