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.
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 methyltriphenylphosphonium bromide by its deprotonation using a strong base like butyllithium: Ph3PCH3Br + BuLi → Ph3PCH2 + LiBr + BuH The phosphorane is generally not isolated, instead it is used in situ. The estimated pKa of this carbon acid is near 15. Potassium tert-butoxide has been used in place of butyl lithium. Sodium amide has also been used a base.
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