Tris(4-fluorophenyl)phosphine

Base Information

• Chemical Name: Tris(4-fluorophenyl)phosphine
• CAS No.: 18437-79-1
• Molecular Formula: C18H12F3OP
• Molecular Weight: 332.262
• Hs Code.: 2903999090
• Mol file: 18437-79-1.mol

Synonyms:Phosphineoxide, tris(p-fluorophenyl)- (8CI);NSC 164997;Tris(4-fluorophenyl)phosphine oxide;Tris(p-fluorophenyl)phosphine oxide;1-Bis(4-fluorophenyl)phosphoryl-4-fluorobenzene;

Chemical Property of Tris(4-fluorophenyl)phosphine

Chemical Property:

• Vapor Pressure: 7.12E-08mmHg at 25°C
• Melting Point: 80-81℃
• Refractive Index: 1.58
• Boiling Point: 450.3 °C at 760 mmHg
• Flash Point: 226.1 °C
• PSA: 26.88000
• Density: 1.32 g/cm³
• LogP: 3.74330

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tris(4-fluorophenyl)phosphine

There total 11 articles about Tris(4-fluorophenyl)phosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

P(p-C6H4F)3 (18437-78-0) → tri(4-fluorophenyl)phosphine oxide (18437-79-1)

Guidance literature:

With water; Selectfluor; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2016.06.078

Reference yield: 40.0%

tetrakis(hydroxymethyl)phosphonium chloride (124-64-1) + 1-Bromo-4-fluorobenzene (460-00-4) → tri(4-fluorophenyl)phosphine oxide (18437-79-1) + bis(4-fluorophenyl)methylphosphine oxide

Guidance literature:

With 3 A molecular sieve; potassium carbonate; [(o-Tol)2PC₆H₄CH₂Pd(OAc)]2; In N,N-dimethyl acetamide; at 130 ℃; for 17h;

DOI:10.1080/00397910008087212

Reference yield:

2,2,2-Tris-(4-fluoro-phenyl)-4,4,5,5-tetramethyl-2λ5-[1,3,2]dioxaphospholane (73116-93-5) → 2,3-dimethyl-2,3-epoxybutane (5076-20-0) + tri(4-fluorophenyl)phosphine oxide (18437-79-1)

Guidance literature:

In benzene-d6; at 38 ℃; Rate constant;

DOI:10.1021/jo01306a010

upstream raw materials:

2,2,2-Tris-(4-fluoro-phenyl)-4,4,5,5-tetramethyl-2λ⁵-[1,3,2]dioxaphospholane

P(p-C₆H₄F)3

tris(hydroxymethyl)phosphine

1-Bromo-4-fluorobenzene

Downstream raw materials:

C₃₃H₄₂N₃OP

C₁₈H₁₂FN₂O₅P

C₁₈H₁₂N₃O₇P

C₁₈H₁₂ClF₃P⁽¹⁺⁾*Cl^(1-)

Refernces

Dual [Fe+Phosphine] catalysis: Application in catalytic wittig olefination

10.1002/cctc.201500053

The study presented in the PDF document titled "Dual [Fe+Phosphine] Catalysis: Application in Catalytic Wittig Olefination" focuses on the development and application of a dual catalysis system involving iron hydride complexes and phosphines for the selective reduction of carbonyl and phosphine oxide groups. The researchers explored the use of Fe-based complexes for the hydrosilylation of aldehydes, ketones, and phosphine oxides, demonstrating that these complexes could effectively reduce phosphine oxides to phosphines. This reduction process was then integrated into a catalytic Wittig olefination reaction, which is a synthetically useful transformation for the formation of olefins from aldehydes or ketones and a-halocarboxylic acid esters. The study successfully utilized a readily accessible Fe-H complex in conjunction with triphenylphosphine as an organocatalyst and phenylsilane as a stoichiometric reductant, achieving moderate to good yields of the desired olefination products. This work not only expands the application scope of Fe-based catalysis but also provides a potential avenue for the in situ recycling of phosphines, which is beneficial for large-scale applications and more sustainable chemical processes.

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