Tetraphenylphosphonium bromide

Base Information

• Chemical Name: Tetraphenylphosphonium bromide
• CAS No.: 2751-90-8
• Deprecated CAS: 15376-06-4,24038-30-0,1214986-42-1
• Molecular Formula: C24H20BrP
• Molecular Weight: 419.301
• Hs Code.: HOSPHONIUM BROMIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 220-393-4
• NSC Number: 115672
• DSSTox Substance ID: DTXSID30883722
• ChEMBL ID: CHEMBL456063
• Mol file: 2751-90-8.mol

Synonyms:tetraphenylphosphonium;tetraphenylphosphonium bromide;tetraphenylphosphonium chloride

Chemical Property of Tetraphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 295-300 °C(lit.)
• Flash Point: 260 °C
• PSA: 13.59000
• LogP: 1.31000
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 418.04860
• Heavy Atom Count: 26
• Complexity: 301

Purity/Quality:

98% ^*data from raw suppliers

Tetraphenylphosphonium Bromide ^*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

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Uses: Tetraphenylphosphonium bromide is also known as TPP, TPP-Br, TPPB and TPPBr.Tetraphenylphosphonium bromide is a quaternary phosphonium salt mainly used in pharmaceuticals, as accelarator for fluoroelastomers , adhesion promotor for fluoroelastomers and curative of polyacrylate polymers which extends the shelf life of the compound and decreases the mould fouling. This material is highly soluble in water and slightly soluble in alcohols. Tetraphenylphosphonium bromide is a supporting electrolyte for the electroreduction of buckminsterfullerene. It is used to extract heavy metals from aqueous solution as ion-association complexes. Recently, tetraphenylphosphonium bromide (TPPB) has been used to remove technetium from some radioactive waste streams. Tetraphenylphosphonium bromide is a supporting electrolyte for the electroreduction of buckminsterfullerene. It is used to extract heavy metals from aqueous solution as ion-association complexes

Technology Process of Tetraphenylphosphonium bromide

There total 20 articles about Tetraphenylphosphonium bromide 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: 100.0%

benzyl bromide (100-39-0) + triphenylphosphine (603-35-0) → tetraphenylphosphonium bromide (2751-90-8)

Guidance literature:

In benzene; Reflux;

DOI:10.1002/asia.202100530

Reference yield: 95.0%

bromobenzene (108-86-1,52753-63-6) + triphenylphosphine (603-35-0) → tetraphenylphosphonium bromide (2751-90-8)

Guidance literature:

tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In o-xylene; at 145 ℃; for 5h;

DOI:10.1021/jo702355c

Reference yield: 95.0%

pentaphenylphosphorane (2588-88-7) + dibromotriphenylphosphorane (1034-39-5) → tetraphenylphosphonium bromide (2751-90-8)

Guidance literature:

In cyclohexane; toluene; at 90 ℃; for 1h;

DOI:10.1023/A:1013907514659

upstream raw materials:

bromobenzene

triphenylphosphine

o-fluorobromobenzene

N,N-diisopropyl-1,1-diphenylphosphanamine

Downstream raw materials:

2-methoxy-6-phenylnaphthalene

2,3,4-trifluoro-5-chloro-trifluoromethylbenzene

1,2,3,4-tetrafluoro-5-(trifluoromethyl)benzene

Refernces

• 1、 Rahm, Martin,Belanger-Chabot, Guillaume,Haiges, Ralf,Christe, Karl O.. "Nitryl cyanide, NCNO2". . p. 6893 - 6897. Retrieved 2014.
• 2、 -. "Continuous synthesis method of tetraphenylphosphinophenylphenol salt". Paragraph 0022; 0029-0034; 0037-0038; 0041-0044. . Retrieved 2021/09/01.
• 3、 -. "NOVEL PHASE CHANGE MATERIAL AND METHODS OF USE". . . Retrieved 2020/11/24.