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Tetraphenylphosphonium bromide

Catalog Number
ACM2751908-2
Product Name
Tetraphenylphosphonium bromide
Structure
CAS
2751-90-8
Category
Quaternary Phosphonium Compounds; Chemical Intermediate
Synonyms
Tetraphenyl-phosphoniubromide
IUPAC Name
tetraphenylphosphanium;bromide;
Molecular Weight
419.29
Molecular Formula
C24H20BrP
Canonical SMILES
C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
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
InChI Key
BRKFQVAOMSWFDU-UHFFFAOYSA-M
Melting Point
295-300 °C
Purity
99%
Solubility
Soluble in water
Appearance
White to off-white crystalline powder
Application
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.
Storage
Inert atmosphere, Room Temperature
Active Content
95%
Physical State
Off-white solid
Topological Polar Surface Area
0 Ų

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Case Study

Tetraphenylphosphonium Bromide for Extractive Spectrophotometric Determination of Chromium Species in Aqueous Systems

El-Shahawi, M. S., et al. Analytica Chimica Acta 534.2 (2005): 319-326.

Tetraphenylphosphonium bromide (TPP·Br) has been demonstrated as an efficient ion-pair reagent for the selective extractive spectrophotometric determination of chromium species in aqueous media, particularly in complex industrial matrices. In the referenced study, TPP·Br was employed to form a stable ion-associate with the chloro chromate anion (CrO₃Cl⁻) under strongly acidic conditions (pH ≤ 0), enabling effective phase transfer into an organic solvent (chloroform).
Upon mixing chromium(VI) with TPP·Br in 1 M HCl and subsequent extraction, a yellow-colored complex ion-associate was quantitatively transferred into the organic phase. The extracted complex exhibited a single, well-defined absorption maximum at 355 nm, while the reagent blank showed negligible absorbance in the 300-600 nm range, ensuring high analytical selectivity. Key analytical parameters-including Beer-Lambert linearity range, molar absorptivity, Sandell's sensitivity, extraction constant (K_ex), distribution ratio (K_D), and overall stability constant (β)-confirmed the robustness and sensitivity of the method.
Importantly, chromium(III) could also be accurately determined following prior oxidation to chromate using hydrogen peroxide in alkaline medium, allowing for total chromium analysis. The method was successfully applied to real electroplating wastewater samples, highlighting Tetraphenylphosphonium bromide as a reliable reagent for chromium speciation and trace analysis in environmental and industrial analytical chemistry.

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