Tris(4-fluorophenyl)phosphine

Base Information

• Chemical Name: Tris(4-fluorophenyl)phosphine
• CAS No.: 18437-78-0
• Molecular Formula: C18H12F3P
• Molecular Weight: 316.262
• Hs Code.: 29319090
• European Community (EC) Number: 627-663-4
• NSC Number: 158458
• DSSTox Substance ID: DTXSID80171565
• Nikkaji Number: J126.187H
• Wikidata: Q72515152
• Mol file: 18437-78-0.mol

Synonyms:Tris(4-fluorophenyl)phosphine;18437-78-0;tris(4-fluorophenyl)phosphane;Phosphine, tris(4-fluorophenyl)-;Tris(p-fluorophenyl)phosphine;Phosphine, tris(p-fluorophenyl)-;MFCD00013553;TRI(4-FLUOROPHENYL)PHOSPHINE;C18H12F3P;NSC158458;p(4-fc6h4)3;SCHEMBL196718;tri-(4-Fluorophenyl)phosphine;tris (p-fluorophenyl)phosphine;DTXSID80171565;tris-(4-fluoro-phenyl)-phosphane;BCP21966;Tris(4-fluorophenyl)phosphine, 98%;AKOS004909006;CS-W009423;HY-W008707;NSC 158458;NSC-158458;SC11107;AS-59713;SY048540;FT-0637697;T2900;F17176;EN300-6746815;A812866;J-011818;PHOSPHINE, TRIS(4-FLUOROPHENYL)-;TRI-(P-FLUOROPHENYL)PHOSPHINE;TRIS(4-FLUOROPHENYL)PHOSPHINE;TRIS(4-FLUOROPHENYL)PHOSPHINE OXIDE;TRIS(P-FLUOROPHENYL)PHOSPHINE

Chemical Property of Tris(4-fluorophenyl)phosphine

Chemical Property:

• Appearance/Colour: white to very slightly yellow crystalline powder
• Vapor Pressure: 0.00301mmHg at 25°C
• Melting Point: 79-83 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 351.472 °C at 760 mmHg
• Flash Point: 166.365 °C
• PSA: 13.59000
• Density: 1.132g/cm³
• LogP: 3.86210
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 316.06287187
• Heavy Atom Count: 22
• Complexity: 275

Purity/Quality:

98%, ^*data from raw suppliers

tris(4-Fluorophenyl)phosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)P(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F
• General Description: Tris(4-fluorophenyl)phosphine is a fluorinated organophosphorus compound characterized by three para-fluorophenyl groups bonded to a central phosphorus atom. It is commonly used as a ligand in coordination chemistry and catalysis due to its electron-withdrawing properties imparted by the fluorine substituents, which can influence the reactivity and stability of metal complexes. TRIS(4-FLUOROPHENYL)PHOSPHINE is also of interest in materials science and organic synthesis, where its steric and electronic properties are leveraged to modulate reaction outcomes. Synonyms for TRIS(4-FLUOROPHENYL)PHOSPHINE include Phosphine, tris(p-fluorophenyl)-, Tri-(p-fluorophenyl)phosphine, and NSC 158458.

Technology Process of Tris(4-fluorophenyl)phosphine

There total 7 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: 80.0%

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

Guidance literature:

With triphenyl phosphite; diphenyl hydrogen phosphite; iodine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201709519

Reference yield: 39.0%

→ P(p-C6H4F)3 (18437-78-0)

Guidance literature:

Reference yield:

1-Bromo-4-fluorobenzene (460-00-4) → P(p-C6H4F)3 (18437-78-0)

Guidance literature:

With magnesium; phosphorus trichloride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1139/v82-106

upstream raw materials:

1-Bromo-4-fluorobenzene

(2-quinaldinate)(carbonyl)(P(4-F-C₅H₄)3)2rhodium(I)

(2-quinaldinate)(carbonyl)(P(4-F-C₅H₄)3)2rhodium(I)

tri(4-fluorophenyl)phosphine oxide

Downstream raw materials:

N-phenyl-P,P,P-tris(p-fluorophenyl)phospha-λ⁵-azene

trans-(CO)4Cr{P(C₆H₄F)3}2

dihydride(1,4-biscyclohexyl-diaza-1,3-butadiene)bis(4-fluor-tristriphenylphosphine)rhodium(III) perchlorate

cis-{(C₂H₅)4N}{(CO)4Cr{P(C₆H₄F-p)3}Cl}

Refernces

cis-Tetracarbonylbismolybdenum(0)

10.1107/S0108270193014052

The research focuses on the synthesis and structural characterization of two compounds: cis-tetracarbonylbis[tris(p-fluorophenyl)phosphine]molybdenum(0) and bis(tetraphenylphosphonium) octa-μ-chloro-hexachlorohexamolybdate(2-). The purpose of the study was to investigate the influence of electronegative substituents on the structural parameters and chemical shifts of these compounds, using X-ray diffraction and NMR spectroscopy. The researchers synthesized the compounds using ligands such as tris(p-fluorophenyl)phosphine and tetraphenylphosphonium, and analyzed their crystal structures to understand the coordination geometry and bonding interactions. The conclusions drawn from the study include observations of significant distortions in the coordination geometries of the molybdenum and phosphorus atoms, as well as insights into the electronic effects of the fluorine substituent on the chemical shifts.