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

General Description

[4-(4-phosphonophenyl)phenyl]phosphonic acid, also known as PPPA, is a compound with the chemical formula C12H10O6P2. It is a phosphonic acid derivative that contains two phosphonic acid groups and a phenyl ring. PPPA is commonly used as a chelating agent in metal ion coordination and is also used as a corrosion inhibitor in water treatment. It has been studied for its potential applications in various fields including medicine, agriculture, and material science. [4-(4-phosphonophenyl)phenyl]phosphonic acid is considered to have low toxicity and is generally regarded as safe for its intended uses.

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

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

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