84350-73-2

Basic information

• Product Name: tris(2-fluorophenyl)phosphane
• Synonyms: tris(2-fluorophenyl)phosphane;Tris(2-fluorophenyl)phosphine
• CAS NO: 84350-73-2
• Molecular Formula: C₁₈H₁₂F₃P
• Molecular Weight: 316.2568506
• Mol File: 84350-73-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: tris(2-fluorophenyl)phosphane(CAS DataBase Reference)
• NIST Chemistry Reference: tris(2-fluorophenyl)phosphane(84350-73-2)
• EPA Substance Registry System: tris(2-fluorophenyl)phosphane(84350-73-2)

Safety Data

• Hazardous Substances Data: 84350-73-2(Hazardous Substances Data)

Usage

General Description

Tris(2-fluorophenyl)phosphane is a chemical compound with the molecular formula C18H15FP3. It is a phosphorus-based organophosphorus compound that contains three 2-fluorophenyl groups bonded to a central phosphorus atom. It is commonly used as a ligand in coordination chemistry and organometallic catalysis, where it can form complexes with transition metal ions to facilitate a variety of chemical reactions. Tris(2-fluorophenyl)phosphane has also been studied for its potential applications in organic synthesis and materials science due to its unique electronic and steric properties. Additionally, this compound has found use in the development of new chemical technologies in the fields of pharmaceuticals and agrochemicals.

Upstream product

• 462-06-6 fluorobenzene 
• 1072-85-1 o-fluorobromobenzene 

Downstream Products

• 1337554-65-0 [(η5-C5Me5)Fe(H2PC6H4PH2)(tris(ortho-fluorophenyl)phosphine)]BF4 
• 358725-32-3 [(η5-C5H5)Fe(H2PC6H4PH2)(tris(ortho-fluorophenyl)phosphine)]PF6 

Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Effects of phosphorus substituents on reactions of α- alkoxyphosphonium salts with nucleophiles

The effects of phosphorus substituents on the reactivity of α-alkoxyphosphonium salts with nucleophiles has been explored. Reactions of α-alkoxyphosphonium salts, prepared from various acetals and tris(o-tolyl)phosphine, with a variety of nucleophiles proceeded efficiently. These processes represent the first examples of high-yielding nucleophilic substitution reactions of α-alkoxyphosphonium salts. The reactivity of these salts was determined by a balance between steric and electronic factors, respectively, represented by cone angles θ and CO stretching frequencies ν (steric and electronic parameters, respectively). In addition, a novel reaction of α-alkoxyphosphonium salts derived from Ph3P with Grignard reagents was observed to take place in the presence of O2 to afford alcohols in good yields. A radical mechanism is proposed for this process that has gained support from isotope-labeling and radical-inhibition experiments. A dramatic change in the reactivity of an α-alkoxyphosphonium salt toward nucleophiles is observed due to the steric and electronic nature of the phosphine substituents. By changing the type of phosphorus substituents, the reaction pathway can be controlled to proceed selectively by substitution or a new radical reaction (see scheme; OTf=trifluoromethansulfonate, TMS=trimethylsilyl, o-tol=tolyl). Copyright