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Phosphonium ion Structure of PH + 4, the parent phosphonium cation. In chemistry, the term phosphonium (more obscurely: phosphinium) describes polyatomic cations with the chemical formula PR + 4 (where R is a hydrogen or an alkyl, aryl, organyl or halogen group). These cations have tetrahedral structures.
The reagent can be prepared in two steps from triphenylphosphine.The first step is P-alkylation with chloromethyl methyl ether.. PPh 3 + CH 3 OCH 2 Cl → [CH 3 OCH 2 PPh 3]Cl. In the second step, the resulting phosphonium salt is deprotonated.
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Phosphonium iodide is a powerful substitution reagent in organic chemistry; for example, it can convert a pyrilium into a phosphinine via substitution. [3] In 1951, Glenn Halstead Brown found that PH 4 I reacts with acetyl chloride to produce an unknown phosphine derivative, possibly CH 3 C(=PH)PH 2 ·HI. [4]
It is the bromide salt of a phosphonium cation. It is a white salt that is soluble in polar organic solvents. Synthesis and reactions ...
The mechanism of the Michaelis–Arbuzov reaction. The Michaelis–Arbuzov reaction is initiated with the S N 2 attack of the nucleophilic phosphorus species (1 - A phosphite) with the electrophilic alkyl halide (2) to give a phosphonium salt as an intermediate (3).
Phosphenium ions, not to be confused with phosphonium or phosphirenium, are divalent cations of phosphorus of the form [PR 2] +. Phosphenium ions have long been proposed as reaction intermediates. Phosphenium ions have long been proposed as reaction intermediates.
Another albeit unconventional route to phosphine oxides is the thermolysis of phosphonium hydroxides: [PPh 4 ]Cl + NaOH → Ph 3 PO + NaCl + PhH The hydrolysis of phosphorus(V) dihalides also affords the oxide: [ 9 ]