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Methylenetriphenylphosphorane : ウィキペディア英語版 | Methylenetriphenylphosphorane
|Section2= |Section7= }} Methylenetriphenylphosphorane is an organophosphorus compound with the formula Ph3PCH2. It is the parent member of the phosphorus ylides, popularly known as Wittig reagents. It is a highly polar, highly basic species. ==Preparation and use== Methylenetriphenylphosphorane is prepared from triphenylphosphine and methyl bromide followed by deprotonation of the resulting phosphonium salt using a strong base like butyllithium: :Ph3PCH3Br + BuLi → Ph3PCH2 + LiBr + BuH The compound is generally not isolated, instead it is used in situ. Methylenetriphenylphosphorane is used to replace oxygen centres in aldehydes and ketones with a methylene group: :R2CO + Ph3PCH2 → R2C=CH2 + Ph3PO The phosphorus-containing product is triphenylphosphine oxide.
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