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A phosphorane (IUPAC name: λ5-phosphane) is a functional group in organophosphorus chemistry with pentavalent phosphorus. It has the general formula PR5. The parent hydride compound is the hypothetical molecule PH5. The derivative pentaphenylphosphorane (Ph5P) is stable.Phosphoranes adopt a trigonal bipyramidal molecular geometry with the two apical bonds longer than the three equatorial bonds. Hypervalent bonding is described by inclusion of non-bonding MOs, as also invoked for the closely related molecule phosphorus pentafluoride.Phosphoranes of the type R3P=CR2 are more common and more important. Phosphoranes are also considered to be one of the resonance structures of ylides, these compounds feature a tetrahedral phosphorus center including a phosphorus–carbon double bond. These compounds are used as reagents in the Wittig reaction, for instance methylenetriphenylphosphorane or Ph3P=CH2.

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phosphonic, phosphonium, phosphophyllite, phosphoprotein, phosphor, phosphorate, phosphore, phosphoreal, phosphorent, phosphoreous

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"phosphoranes." Anagrams.net. STANDS4 LLC, 2024. Web. 5 May 2024. <https://www.anagrams.net/phosphoranes>.

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