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The reaction with oxygen is spin-forbidden but still proceeds at sufficient rate that samples of tertiary phosphines are characteristically contaminated with phosphine oxides. Qualitatively, the rates of oxidation are higher for trialkyl vs triarylphosphines. Faster still are oxidations using hydrogen peroxide. Primary and secondary phosphines ...
The reaction is general, thus a vast number of such species are known. Phosphites are employed in the Perkow reaction and the Michaelis–Arbuzov reaction. They also serve as ligands in organometallic chemistry. Intermediate between phosphites and phosphines are phosphonites (P(OR) 2 R') and phosphinite (P(OR)R' 2).
In comparison, using the reaction of the corresponding phosphine oxides with perchloropolysilanes such as Si 2 Cl 6 or Si 3 Cl 8 in benzene or chloroform, phosphines can be prepared in higher yields. R 3 PO + Si 2 Cl 6 → R 3 P + Si 2 OCl 6 2 R 3 PO + Si 3 Cl 8 → 2 R 3 P + Si 3 O 2 Cl 8. Deoxygenation has been effected with boranes and ...
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.
Phosphine (IUPAC name: phosphane) is a colorless, flammable, highly toxic compound with the chemical formula P H 3, classed as a pnictogen hydride.Pure phosphine is odorless, but technical grade samples have a highly unpleasant odor like rotting fish, due to the presence of substituted phosphine and diphosphane (P 2 H 4).
One of the first applications of phosphine ligands in catalysis was the use of triphenylphosphine in "Reppe" chemistry (1948), which included reactions of alkynes, carbon monoxide, and alcohols. [16] In his studies, Reppe discovered that this reaction more efficiently produced acrylic esters using NiBr 2 (PPh 3) 2 as a catalyst instead of NiBr 2.
Enthalpy for sulfiding various tertiary phosphines Tertiary phosphine ∆H (kcal/mol) for reaction with S 8 Tertiary phosphine sulfide CAS No PCy 3-30.9 ± 1.9
Methyldiphenylphosphine is the organophosphine with the formula CH 3 (C 6 H 5) 2 P, often abbreviated PMePh 2.It is a colorless, viscous liquid. It is a member of series (CH 3) 3-n (C 6 H 5) 2 P that also includes n = 0, n = 1, and n = 3 that are often employed as ligands in metal phosphine complexes.