2566-26-9

Basic information

• Product Name: 2,4-dinitrophenylphosphate
• Synonyms: 2,4-dinitrophenylphosphate
• CAS NO: 2566-26-9
• Molecular Formula: C₆H₅N₂O₈P
• Molecular Weight: 264.09
• Mol File: 2566-26-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 521.9°Cat760mmHg
• Flash Point: 269.4°C
• Appearance: /
• Density: 1.889g/cm³
• Vapor Pressure: 1.02E-11mmHg at 25°C
• Refractive Index: 1.655
• PKA: 0.50±0.50(Predicted)
• CAS DataBase Reference: 2,4-dinitrophenylphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dinitrophenylphosphate(2566-26-9)
• EPA Substance Registry System: 2,4-dinitrophenylphosphate(2566-26-9)

Safety Data

• Hazardous Substances Data: 2566-26-9(Hazardous Substances Data)

Usage

General Description

2,4-dinitrophenylphosphate is a chemical compound commonly used in biochemistry and molecular biology as a substrate for the assay of acid or alkaline phosphatase activity. 2,4-dinitrophenylphosphate is a colorless, water-insoluble solid. It is typically used in colorimetric assays to measure enzymatic activity, as it forms a yellow-colored product when hydrolyzed by phosphatase enzymes. This makes it a valuable tool for studying enzyme kinetics and for detecting the presence of phosphatase enzymes in biological samples. Additionally, 2,4-dinitrophenylphosphate is also utilized in the synthesis of other organic compounds and can be a useful intermediate in the production of pharmaceuticals and other specialty chemicals.

InChI:InChI=1/C6H5N2O8P/c9-7(10)4-1-2-6(16-17(13,14)15)5(3-4)8(11)12/h1-3H,(H2,13,14,15)

Upstream product

• 62736-35-0 2,4-Dinitro-phenyl-phosphorsaeuredibenzylester 
• 54436-53-2 O,O-diethyl (2,4-dinitrophenyl) phosphate triester 
• 51-28-5 2,4-Dinitrophenol 
• 18962-97-5 bis(2,4-dinitrophenyl)phosphate 

Downstream Products

• 51-28-5 2,4-Dinitrophenol 
• 80572-53-8 t-butyl phosphate mono N-ethyl diisopropylamine salt 
• 80572-54-9 Phosphoric acid monophenyl ester; compound with ethyl-diisopropyl-amine 
• 20350-26-9 2,4-dinitrophenolate 
• 66391-31-9 dimethyl 2,4-dinitrophenyl phosphate 

Relevant articles and documents

Preparation of the copper(n) complex of the binucleating hexaaza macrocycle 2,5,8,17,20,23-hexaaza[9.9]paracyclophane and its solution chemistry, hydrolytic activity and acid dissociation kinetics

The binucleating hexaaza macrocycle 2,5,8,17,20,23-hexaaza[9.9]paracyclophane (PEA) and its N-permethylated derivative 2,5,8,17,20,23-hexamethyl-2,5,8,17,20,23-hexaaza[9.9]paracyclophane (Me6PEA) have been prepared. The copper(II) complex of PEA has been prepared and the stability constants of the copper complexes determined in aqueous solution by potentiometric and spectrophotometric methods. The protonation sites of PEA have been identified by NMR titration. The crystal structure of the complex [Cu2(PEA)Cl3]+Cl-·2.6MeCN ·2.9H2O has been determined. The copper centres have an N3C12 donor set with a square pyramidal geometry. The Cu ... Cu distance is 7.02 A. The copper complex catalyses hydrolysis of the phosphotriester 2,4-dinitrophenyl diethyl phosphate (DNPDEP) and the [Cu2(PEA)(OH)2]2 and [Cu2(PEA)(OH)]3+ complexes have been identified as the active species. The acid catalysed dissociation of the copper complex has been studied by stopped-flow methods. The reaction is monophasic and displays saturation kinetics at high acidities. The Royal Society of Chemistry 2001.

Synthesis, structure, magnetism, and hydrolase and catecholase activity of a new trinuclear copper(II) complex

In this paper we report the synthesis of the new multidentate N,O-donor ligand H3L-2pyald = (N,N′-bis-(2-pyridylmethyl)-(2-hydroxy-3-carbonyl-5-methylbenzyl)-1,3-propanediamine-2-ol) and its first trinuclear copper(II) complex, [Cu3(

Synthesis and enhanced DNA cleavage activities of bis-tacnorthoamide derivatives

A new metal-free DNA cleaving reagent, bis-tacnorthoamide derivative 1 with two tacnorthoamide (tacnoa) units linked by a spacer containing anthraquinone, has been synthesized from triazatricyclo[5.2.1.04,10]decane and characterized by NMR and mass spectrometry. For comparison, the corresponding compounds mono-tacnorthoamide derivative 2 with one tacnorthoamide unit and 6 with two tacnorthoamide units linked by an alkyl (1,6-hexamethylene) spacer without anthraquinone have also been synthesized. The DNA-binding property investigated via fluorescence and CD spectroscopy suggests that compounds 1 and 2 have an intercalating DNA binding mode, and the apparent binding constants of 1, 2 and 6 are 1.3 × 107 M-1, 0.8 × 10 7 M-1 and 8 × 105 M-1, respectively. Agarose gel electrophoresis was used to assess plasmid pUC19 DNA cleavage activity promoted by 1, 2, 6 and parent tacnoa under physiological conditions, which gives rate constants kobs of 0.2126 ± 0.0055 h-1, 0.0620 ± 0.0024 h-1, 0.040 ± 0.0007 h-1 and 0.0043 ± 0.0002 h-1, respectively. The 50-fold and 15-fold rate acceleration over parent tacnoa is because of the anthraquinone moiety of compound 1 or 2 intercalating into DNA base pairs via a stacking interaction. Moreover, DNA cleavage reactions promoted by compound 1 give 5.3-fold rate acceleration over compound 6, which further demonstrates that the introduction of anthraquinone results in a large enhancement of DNA cleavage activity. In particular, DNA cleavage activity promoted by 1 bearing two tacnoa units is 3.3 times more effective than 2 bearing one tacnoa unit and the DNA cleavage by compound 1 was achieved effectively at a relatively low concentration (0.03 mM). This dramatic rate acceleration suggests the cooperative catalysis of the two positively charged tacnoa units in compound 1. The radical scavenger inhibition study and ESI-MS analysis of bis(2,4-dinitrophenyl) phosphate (BDNPP) and adenylyl(3′-5′) phosphoadenine (APA) cleavage in the presence of compound 1 suggest the cleavage mechanism would be via a hydrolysis pathway by cleaving the phosphodiester bond of DNA.