1776-87-0

Basic information

• Product Name: Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester
• Synonyms: diethyl [hydroxy(4-nitrophenyl)methyl]phosphonate;diethyl (hydroxy)(4-nitrophenyl)methylphosphonate;diethyl α-hydroxy-4-nitrobenzylphosphonate;(α-hydroxy-4-nitro-benzyl)-phosphonic acid diethyl ester;[hydroxy-(4-nitro-phenyl)-methyl]-phosphonic acid diethyl ester;diethyl hydroxy(4-nitrophenyl)methylphosphonate
• CAS NO: 1776-87-0
• Molecular Formula: C11H16NO6P
• Molecular Weight: 289.225
• Mol File: 1776-87-0.mol

Chemical Properties

• Melting Point: 85 °C (ethanol)
• CAS DataBase Reference: Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester(1776-87-0)
• EPA Substance Registry System: Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester(1776-87-0)

Safety Data

• Hazardous Substances Data: 1776-87-0(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Chemicals:
Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester is used as a key component in the production of agricultural chemicals. It contributes to the effectiveness and performance of these chemicals, enhancing crop protection and yield.
Used in Industrial Processes:
In various industrial processes, Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester serves as a chelating agent and a corrosion inhibitor. Its ability to form stable complexes with metal ions helps prevent corrosion and improve the efficiency of industrial systems.
Used in Pharmaceutical Applications:
Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester has been studied for its potential use in the pharmaceutical industry. It has shown promise as an anti-tumor agent, with potential applications in the treatment of various types of cancer. Additionally, research is being conducted on its potential role in the treatment of neurodegenerative diseases.
Safety Precautions:
It is important to handle Phosphonic acid, [hydroxy(4-nitrophenyl)methyl]-, diethyl ester with care, as it can be hazardous if not properly managed. Proper safety measures should be taken during its production, use, and disposal to minimize potential risks to human health and the environment.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 762-04-9 phosphonic acid diethyl ester 
• 122-52-1 triethyl phosphite 
• 13716-45-5 diethyl trimethylsilyl phosphite 
• 762-04-9 Diethyl phosphonate 

Downstream Products

• 2942-55-4 diethyl 4-nitrobenzoyl phosphonate 
• 52146-94-8 diethyl α-trimethylsilyloxy-4-nitrobenzylphosphonate 
• 36934-10-8 diethyl [(4-nitrophenyl)(phenylamino)methyl]phosphonate 
• 39082-34-3 diethyl α-bromo-4-nitrobenzylphosphonate 
• 39082-35-4 diethyl α-iodo-4-nitrobenzylphosphonate 
• 17986-31-1 diethyl α-azido-4-nitrobenzylphosphonate 
• 595597-05-0 diethyl [(4-aminophenyl)(hydroxy)methyl]phosphonate 
• 213077-24-8 4-[(diethylphosphono)(fluoro)methyl]nitrobenzene 
• 1132941-93-5 diethyl α-chloro-4-nitrobenzylphosphonate 
• 1181811-92-6 diethyl α,α-chlorofluoro-4-nitrobenzylphosphonate 
• 1322881-53-7 diethyl [(3-chloro-4-methylanilinocarbonyl)oxy](4-nitrophenyl)methyl phosphonate 
• 1326345-15-6 diethyl α,α-bromofluoro-4-nitrobenzylphosphonate 
• 1332458-82-8 (diethoxyphosphoryl)(4-nitrophenyl)methyl 2-(4,6-dimethoxypyrimidin-2-yloxy)benzoate 
• 1333318-32-3 C₂₁H₃₅FNO₄P 

Relevant articles and documents

Method for synthesizing aromatic ring-containing alpha-hydroxyphosphonate through copper catalysis

The invention relates to a method for synthesizing aromatic ring-containing alpha-hydroxyphosphonate through copper catalysis. The method comprises the following steps: dissolving diethyl phosphite and aromatic aldehyde in an organic solvent, adding a cop

CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions

A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes

Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes

We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.

Rational synthesis of α-hydroxyphosphonic derivatives including dronic acids

New, green methods have been elaborated for the syntheses of α-hydroxyphosphonates and α-hydroxymethylenebisphosphonic derivatives (HMBPs, dronates). α-Hydroxyphosphonates were prepared via the Pudovik reaction, while the synthesis of HMBPs has been performed in the three-component reaction of carboxylic acids, phosphorus trichloride and phosphorus acid.

Hydrophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes

This work reports the first method for the synthesis of α-hydroxyphosphonates from aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes. The best results were obtained using the system HP(O)(OEt)2/[RuClCp(PPh3)2

Palladium-catalysed O-Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles

We report here an unprecedented palladium-catalysed O-allylation of α-hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji-Trost type O-allylation/Ring-Closing Metathesis to afford a variety of phosphorylated heterocycles

Bi(NO3)3.5H2O catalyzed phosphonylation of aldehydes: An efficient route to α-hydroxyphosphonates

The Bi(NO3)3.5H2O mediated synthesis of α-hydroxyphosphonates via phosphonylation of aldehydes is reported herein. Both conventional and microwave technology was efficiently applied to range of aromatic, heteroaromatic, α,

Highly efficient green synthesis of α-hydroxyphosphonates using a recyclable choline hydroxide catalyst

Choline hydroxide has been found to be an efficient basic ionic liquid catalyst for the synthesis of α-hydroxyphosphonates. Hydrophosphonylation of aldehydes was performed via the nucleophilic addition of diethylphosphite to aldehydic carbonyl compounds, in the presence of choline hydroxide under neat as well as solvent conditions. A wide array of substrates, including aromatic, fused aromatic, and heterocyclic aldehydes, were efficiently converted to their corresponding products in good yields. This protocol provides an alternative method for the straightforward synthesis of α-hydroxyphosphonates in high yields.

A kind of rare earth metal arylamine compound and its preparation method and application

The invention discloses a rare-earth metal arylamine group compound as well as preparation method and application thereof. The invention discloses the rare-earth metal arylamine group compound which is characterized in that a general formula of the rare-e

Syntheses of bimetallic rare-earth bis(cyclopentadienyl) derivatives supported by bridged bis(guanidinate) ligands and their catalytic property for the hydrophosphonylation of aldehydes

Some bimetallic rare earth bis(cyclopentadienyl) derivatives supported by bridged bis(guanidinate) ligands {(C5H5)2RE[(RN)2CN(CH2)2]}2 [R = iPr, RE = Yb(1), Er(2), Y(3