5424-27-1

Basic information

• Product Name: 4-AMINOBENZYLPHOSPHONIC ACID
• Synonyms: 4-AMINOBENZYLPHOSPHONIC ACID;(4-Aminophenyl)methylphosphonic acid;(4-azanylphenyl)methylphosphonic acid;4-Aminobenzylphosphonic acid >=95%;p-Aminobenzylphosphonic acid
• CAS NO: 5424-27-1
• Molecular Formula: C₇H₁₀NO₃P
• Molecular Weight: 187.13
• Product Categories: Organic Building Blocks;Phosphonic/Phosphinic Acids;Phosphorus Compounds;Phosphonic/Phosphinic Acids;Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds
• Mol File: 5424-27-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 325°C(dec.)(lit.)
• Boiling Point: 463°Cat760mmHg
• Flash Point: 233.8°C
• Appearance: /
• Density: 1.471g/cm³
• Vapor Pressure: 2.26E-09mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: −20°C
• CAS DataBase Reference: 4-AMINOBENZYLPHOSPHONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINOBENZYLPHOSPHONIC ACID(5424-27-1)
• EPA Substance Registry System: 4-AMINOBENZYLPHOSPHONIC ACID(5424-27-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 5424-27-1(Hazardous Substances Data)

Usage

Description

4-Aminobenzylphosphonic Acid, also known as ABP, is an organic compound with the molecular formula C6H9NO3P. It is a synthetic ligand and an inhibitor of alkaline phosphatase, a key enzyme involved in various biological processes. ABP is characterized by its ability to modulate the surface energy, wetting, and work function of metal oxides, making it a versatile compound with potential applications in various industries.

Uses

Used in Chemical Industry:
4-Aminobenzylphosphonic Acid is used as a synthetic ligand for the development of new chemical compounds and materials. Its unique properties allow it to form stable complexes with various metal ions, enhancing the performance and functionality of the resulting products.
Used in Pharmaceutical Industry:
4-Aminobenzylphosphonic Acid is used as an inhibitor of alkaline phosphatase for the development of drugs targeting this enzyme. Alkaline phosphatase plays a crucial role in various physiological processes, and its inhibition can be beneficial in treating certain diseases and conditions.
Used in Surface Engineering:
4-Aminobenzylphosphonic Acid is used to tune the surface energy, wetting, and work function of metal oxides. This application is particularly relevant in the development of advanced materials for electronics, sensors, and other high-tech industries, where controlling surface properties is essential for optimal performance.
Used in Research and Development:
4-Aminobenzylphosphonic Acid is used as a research tool in various scientific studies, particularly in the fields of biochemistry, molecular biology, and materials science. Its ability to modulate the properties of metal oxides and inhibit alkaline phosphatase makes it a valuable compound for exploring new concepts and developing innovative solutions in these areas.

InChI:InChI=1/C7H10NO3P/c8-7-3-1-6(2-4-7)5-12(9,10)11/h1-4H,5,8H2,(H2,9,10,11)

Upstream product

• 20074-79-7 diethyl (4-aminobenzyl)phosphonate 
• 63516-03-0 α-bromo-p-toluidine 
• 3762-27-4 dibutyl benzylphosphonate 
• 3900-19-4 (4-nitro-benzyl)-phosphonic acid dibutyl ester 
• 1205-62-5 4-nitrobenzylphosphonic acid 

Relevant articles and documents

CLICKable azide-functionalized phosphonates for the surface-modification of molecular and solid-state metal oxides

The covalent functionalization of metal oxide surfaces with organic ligands gives unique organic-inorganic hybrids. Here we report a bifunctional organic tether combining a phosphonate for metal oxide anchoring with an organic azide for attachment of organic groups. Stable binding of the tether to molecular and solid-state metal oxides is demonstrated and the subsequent CLICKability of the TiO2-anchored tether is shown. The phosphonate-azide reported could in future allow the general linkage of functional organic groups to metal oxides.