13817-79-3

Basic information

• Product Name: [4-(4-phosphonophenyl)phenyl]phosphonic acid
• Synonyms: [4-(4-phosphonophenyl)phenyl]phosphonic acid;4,4'-biphenylenebisphosphonic acid;Biphenyl-4,4'-diphosphonic acid;[1,1'-biphenyl]-4,4'-diyldiphosphonic acid
• CAS NO: 13817-79-3
• Molecular Formula: C₁₂H₁₂O₆P₂
• Molecular Weight: 314.17
• Mol File: 13817-79-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 634.5°Cat760mmHg
• Flash Point: 337.5°C
• Appearance: /
• Density: 1.64g/cm³
• Vapor Pressure: 5.68E-17mmHg at 25°C
• Refractive Index: 1.665
• PKA: 1.47±0.10(Predicted)
• CAS DataBase Reference: [4-(4-phosphonophenyl)phenyl]phosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(4-phosphonophenyl)phenyl]phosphonic acid(13817-79-3)
• EPA Substance Registry System: [4-(4-phosphonophenyl)phenyl]phosphonic acid(13817-79-3)

Safety Data

• Hazardous Substances Data: 13817-79-3(Hazardous Substances Data)

Usage

Description

[4-(4-phosphonophenyl)phenyl]phosphonic acid, also known as PPPA, is a phosphonic acid derivative with the chemical formula C12H10O6P2. It features two phosphonic acid groups and a phenyl ring, making it a versatile compound for various applications.

Uses

Used in Metal Ion Coordination:
[4-(4-phosphonophenyl)phenyl]phosphonic acid is used as a chelating agent for metal ion coordination. Its ability to bind with metal ions makes it a valuable component in stabilizing metal complexes and preventing unwanted reactions.
Used in Water Treatment:
In the water treatment industry, [4-(4-phosphonophenyl)phenyl]phosphonic acid is used as a corrosion inhibitor. Its application helps to protect metal surfaces from corrosion, extending the lifespan of equipment and infrastructure.
Used in Medicine:
[4-(4-phosphonophenyl)phenyl]phosphonic acid is studied for its potential applications in medicine. Its unique structure and properties may contribute to the development of new pharmaceuticals or therapeutic agents.
Used in Agriculture:
In agriculture, [4-(4-phosphonophenyl)phenyl]phosphonic acid may be utilized for various purposes, such as enhancing crop growth or improving soil quality, due to its ability to chelate metal ions and interact with other compounds.
Used in Material Science:
[4-(4-phosphonophenyl)phenyl]phosphonic acid is also being explored for its potential use in material science. Its properties may contribute to the development of new materials with unique characteristics or improved performance.
Overall, [4-(4-phosphonophenyl)phenyl]phosphonic acid is a promising compound with a wide range of applications across different industries, including its use as a chelating agent, corrosion inhibitor, and potential applications in medicine, agriculture, and material science. Its low toxicity and general safety for intended uses make it an attractive option for further research and development.

InChI:InChI=1/C12H12O6P2/c13-19(14,15)11-5-1-9(2-6-11)10-3-7-12(8-4-10)20(16,17)18/h1-8H,(H2,13,14,15)(H2,16,17,18)

Upstream product

• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 28036-07-9 tetraethyl biphenyl-4,4'-diphosphonate 
• 16839-13-7 4-bromophenylphosphonic acid 

Relevant articles and documents

Hydrogen-bonded network in biphenyl-4,4′-diphospho-nic acid

The crystal structure of the title compound, C12H12O6P2, displays two different regions alternating along the a axis: a hydrogen-bonded region encompassing the end-positioned phospho-nic acid groups and a hydro-phobic region formed by the aromatic spacers. The asymmetric unit contains only half of the biphenyl-4,4′-diphospho-nic acid (4,4′-bpdp) mol-ecule, which is symmetric with an inversion centre imposed at the mid-point between the two aromatic rings. The periodic organization of the mol-ecules is controlled by two strong O - H...O inter-actions between the phospho-nic acid sites. Weak C - H...π inter-actions are established in the aromatic regions. International Union of Crystallography 2007.

Sulfonated microporous organic-inorganic hybrids as strong bronsted acids

It has been discovered that the use of excess zirconium in reactions with 4,4′-biphenyl and 4,4′-terphenylbis(phosphonic acid) in DMSO or DMSO-ethanol mixtures produces microporous inorganic-organic hybrids. Surface areas of 400 m2/g and pore sizes in the range of 10-20 A in diameter are routinely obtained. These materials are readily sulfonated with SO3 under pressure to yield strong Bronsted acids. The acid strength, measured by 13C NMR shifts of acetone and cyclopentanone in contact with the sulfonates, indicates an acidity close to that of 100% H 2SO4. Condensation and cracking reactions were obtained for both ketones under mild conditions. A working hypothesis is presented to account for the high surface area and microporosity. The combination of high surface areas and pore dimensions that are between those of zeolites and mesoporous silicas commends these materials for applications in separations, ion exchange, and catalysis.

Scalable synthesis of multi-substituted aryl-phosphonates: Exploring the limits of isoretical expansion and the synthesis of new triazene-based phosphonates

The development of novel multi-substituted aryl-phosphonate compounds offers promise as new building blocks for metal-organic frameworks (MOFs) materials with excellent properties in regards to porosity and gas sorption. We demonstrate the efficiency of t