Abstract
[55795-18-1] C22H20BrP (MW 395.27) InChI = 1S/C22H20P.BrH/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h2-19H,1H2;1H/q+1;/p-1/b19-3+; InChIKey = SSZVQMPGJGQLLP-SHGZZJJLSA-M (reagent used for preparation of conjugated dienes by 1,4-addition of a nucleophile followed by Wittig reaction) Physical Data: colorless solid; mp 186–188.5 °C.1 Solubility: soluble in THF.1-3, 5, 6 Preparative Methods: the title reagent can be prepared by the reaction of triphenylphosphine and (E)-1,4-dibromo-2-butene in benzene, the precipitated phosphonium salt is collected and is treated with anhydrous sodium carbonate in chloroform;1 lithium diisopropylamide in THF at −78 °C can also be used for the dehydrobromination step.2 Handling, Storage, and Precautions: the reagent is moisture and light sensitive, and is best used immediately after its preparation and isolation.
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