Tetraphenylphosphonium bromide Chemical Properties

Melting point:

295-300 °C (lit.)

Flash point:

260 °C

storage temp. 

Inert atmosphere,Room Temperature

form 

Crystalline Powder

color 

White to off-white

Water Solubility 

Soluble in water.

Sensitive 

Hygroscopic

Merck 

14,9237

BRN 

3922383

Stability:

hygroscopic

InChI

InChI=1S/C24H20P.BrH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1

InChIKey

BRKFQVAOMSWFDU-UHFFFAOYSA-M

SMILES

[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-]

CAS DataBase Reference

2751-90-8(CAS DataBase Reference)

NIST Chemistry Reference

Tetraphenylphosphonium bromide(2751-90-8)

EPA Substance Registry System

Phosphonium, tetraphenyl-, bromide (2751-90-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10

TSCA 

TSCA listed

HS Code 

29310095

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:Tetraphenylphosphonium bromide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Tetraphenylphosphonium bromide Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Uses

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

Uses

1. 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.
2. Tetraphenylphosphonium bromide is a supporting electrolyte for the electroreduction of buckminsterfullerene.
3. It is used to extract heavy metals from aqueous solution as ion-association complexes.
4. Recently, tetraphenylphosphonium bromide (TPPB) has been used to remove technetium from some radioactive waste streams.

Synthesis

Add 786g of triphenylphosphine, 702g of bromobenzene and 196g of catalyst (including 25g of nickel chloride and 171g of zinc chloride) sequentially to a 5L reactor, react at 190??C for 10~12h and then cooled down to 100??C. Then pure water was added to the above reactor, and the reaction solution was kept warm with stirring for 3h and then stood until stratified, and then partitioned and the organic phase was recovered and used for the next batch of reuse; The aqueous phase was recovered and further stirred and cooled to room temperature, then filtered and washed until no catalyst ions were detected in the fresh filtrate, the resulting filtrate was collected, and the water was evaporated to dryness to recover the catalyst. In addition, the resulting filter cake was dried at 70~140??C to obtain 982 g of white tetraphenylphosphonium bromide, with a product yield of 82 %, a catalyst recovery of 92 % and a bromobenzene recovery of 96 %.

Tetraphenylphosphonium bromide (2751-90-8)Related Product Information

• Sodium bromide
• Tetraphenylphosphonium chloride
• TPP
• Sodium bromate
• Ethidium bromide
• Tetrabutylammonium bromide
• Methyltriphenylphosphonium bromide
• Tetraethylammonium bromide
• Potassium bromide
• Carbon tetrabromide
• Clidinium bromide
• Tetraoctylammonium bromide
• Sodium tetraphenylboron
• Phenylmagnesium bromide
• Tetrapropoxysilane
• Tetrabutyl phosphorusiodide
• Tetrabutylphosphonium chloride
• Bisphenol A diphosphate