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Triphenylphosphine oxide (often abbreviated TPPO) is the organophosphorus compound with the formula OP(C 6 H 5) 3, also written as Ph 3 PO or PPh 3 O (Ph = C 6 H 5). It is one of the more common phosphine oxides. This colourless crystalline compound is a common but potentially useful waste product in reactions involving triphenylphosphine.
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C 6 H 5) 3 and often abbreviated to P Ph 3 or Ph 3 P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry.
General formula of organophosphine oxides. Phosphine oxides are phosphorus compounds with the formula OPX 3. When X = alkyl or aryl, these are organophosphine oxides. Triphenylphosphine oxide is an example. An inorganic phosphine oxide is phosphoryl chloride (POCl 3). [1] The parent phosphine oxide (H 3 PO) remains rare and obscure.
The P-O distance elongates by ca. 2%. In triphenylphosphine oxide, the P-O distance is 1.48 Å. [3] In NiCl 2 [OP(C 6 H 5) 3] 2, the distance is 1.51 Å (see figure). A similar elongation of the P-O bond is seen in cis-WCl 4 (OPPh 3) 2. [4] The trend is consistent with the stabilization of the ionic resonance structure upon complexation.
Phosphine oxides (designation σ 4 λ 5) have the general structure R 3 P=O with formal oxidation state V. Phosphine oxides form hydrogen bonds and some are therefore soluble in water. The P=O bond is very polar with a dipole moment of 4.51 D for triphenylphosphine oxide. [citation needed]
Phosphine oxide is the inorganic compound with the formula H 3 PO. Although stable as a dilute gas, liquid or solid samples are unstable. Unlike many other compounds of the type PO x H y, H 3 PO is rarely discussed and is not even mentioned in major sources on main group chemistry.
Methylenetriphenylphosphorane is an organophosphorus compound with the formula Ph 3 PCH 2. ... The phosphorus-containing product is triphenylphosphine oxide. Structure
Triphenylphosphine selenide is an organophosphorus compound with the formula (C 6 H 5) 3 PSe. It is a white solid which is soluble in most organic solvents. The compound is used in the preparation of other selenium compounds and is itself prepared by the reaction of triphenylphosphine with potassium selenocyanate. [2]