Tetraphenylphosphonium

Base Information

• Chemical Name: Tetraphenylphosphonium
• CAS No.: 18198-39-5
• Molecular Formula: C24H20 P
• Molecular Weight: 339.397
• Hs Code.: 2931900090
• UNII: U9IF5Y5IND
• DSSTox Substance ID: DTXSID00171224
• Nikkaji Number: J1.821.616G,J70.209I,J960.286K
• Wikidata: Q27089016
• Metabolomics Workbench ID: 52397
• ChEMBL ID: CHEMBL1182234
• Mol file: 18198-39-5.mol

Synonyms:tetraphenylphosphonium;tetraphenylphosphonium bromide;tetraphenylphosphonium chloride

Chemical Property of Tetraphenylphosphonium

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 4.30600
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 339.130262636
• Heavy Atom Count: 25
• Complexity: 301

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
• Uses: As analytical reagent for metals and their salts. As a probe for measuring membrane potential.

Technology Process of Tetraphenylphosphonium

There total 1 articles about Tetraphenylphosphonium 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:

→ tetraphenylphosphonium (18198-39-5)

Guidance literature:

DOI:10.1021/jo01286a105

Reference yield: 80.0%

Na2(7,8-C2B9H9Me) + W(CC6H3Me2-2,6)Br(CO)4 + tetraphenylphosphonium (18198-39-5) → {W(CC6H3Me2-2,6)(CO)2(η5-C2B9H9Me2)}PPh4

Guidance literature:

In tetrahydrofuran; byproducts: CO, W(CO)6; after 20 min stirring under N2, PPh4(1+) added, stirred for 30 min; evapd., dissolved in CH2Cl2, water added, aq. layer extd. with CH2Cl2, organic layer and extracts chromd. (alumina, CH2Cl2), concd., Et2O added, crystd. at -20°C, elem. anal.;

Reference yield: 74.0%

oxalyl dichloride (79-37-8) + decahydro-closo-decaborate(2-) + tetraphenylphosphonium (18198-39-5) → [PPh4][2-B10H9CO]

Guidance literature:

In dichloromethane; at 0 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/c4dt00772g

Downstream raw materials:

{PPh₄}{FeCl₄}

[Ph₄P][GaCl₄]

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.

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