4042-61-9

Usage

Uses

Used in Organic Synthesis:
(4-Acetyl-phenyl)-phosphonic acid is used as a building block for the synthesis of various organic compounds, contributing to the creation of a wide range of chemical products.
Used as a Drug Intermediate:
In the pharmaceutical industry, (4-Acetyl-phenyl)-phosphonic acid serves as a potential drug intermediate, playing a crucial role in the development of new medications.
Used in Corrosion Inhibition:
(4-Acetyl-phenyl)-phosphonic acid has been studied for its potential as a corrosion inhibitor in metals, offering a possible solution to protect metal surfaces from degradation.
Used as a Catalyst in Organic Reactions:
(4-ACETYL-PHENYL)-PHOSPHONIC ACID's unique properties also make it a valuable catalyst in organic reactions, enhancing the efficiency and selectivity of various chemical processes.

InChI:InChI=1/C8H9O4P/c1-6(9)7-2-4-8(5-3-7)13(10,11)12/h2-5H,1H3,(H2,10,11,12)

Upstream product

• 99-90-1 para-bromoacetophenone 
• 25944-71-2 diethyl (4-acetylphenyl)phosphonate 

Relevant academic research and scientific papers

Hydrolysis and alcoholysis of phosphinates and phosphonates

Phosphinic and phosphonic acids useful intermediates and biologically active compounds may be prepared from their esters: phosphinates and phosphonates, respectively, by acid-catalyzed hydrolysis either on conventional heating or on MW irradiation. The transesterification of alkyl phosphinates took place only in the presence of suitable ionic liquids as the catalysts. In the cases of phenylphosphonates, depending on the nature of the ionic liquid, the formation of the ester was accompanied by the fission of the C–O bond.

Two step acidic hydrolysis of dialkyl arylphosphonates

The HCl-catalyzed hydrolysis of dialkyl arylphosphonates monitored by 31P NMR spectroscopy has revealed two consecutive steps characterized by pseudo first order rate constants k1 and k2. A reactivity order for the two steps and for the overall two step hydrolysis has been derived depending on the alkoxy and aryl substituents. Besides the AAc2 mechanism, the AAl1 route has been substantiated for the PriO substituent.

A robust and simple protocol for the synthesis of arylfluorophosphonates

Fluorophosphonates represent powerful probes for the identification and analysis of active serine hydrolases in activity based protein profiling. Although alkylphosphonofluoridates are widely used for such purposes, little is known about the synthesis and purification of arylphosphonofluoridates, which may be useful tools for screening enzyme activities toward aromatic esters. Our optimized route makes this subclass of transition state inhibitors broadly accessible for a diverse series of phosphonic acid derivatives using a combination of selective monoesterification with EDC·HCl and subsequent mild fluorination with DAST. All compounds were isolated as pure materials using a simple acid-base extraction protocol in 76-93% yields over two steps. These probes can be stored under an inert atmosphere at -24 °C for several months without significant degradation.

Synthesis and proton dissociation properties of arylphosphonates: A microwave-assisted catalytic arbuzov reaction with aryl bromides

A series of substituted diethyl arylphosphonates was synthesized by the microwave-assisted Arbuzov reaction of triethyl phosphite and aryl bromides in the presence of NiCl2 as the catalyst under solvent-free conditions in good yields. The resulting phosphonates were hydrolyzed to the corresponding arylphosphonic acids whose acidity was evaluated by physicochemical methods.