54436-53-2

Basic information

• Product Name: 2,4-dinitrophenyl diethyl phosphate
• Synonyms: 2,4-dinitrophenyl diethyl phosphate
• CAS NO: 54436-53-2
• Molecular Formula: C₁₀H₁₃N₂O₈P
• Molecular Weight: 320.19
• Mol File: 54436-53-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 400.5°C at 760 mmHg
• Flash Point: 196°C
• Appearance: /
• Density: 1.432g/cm³
• Vapor Pressure: 2.94E-06mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 2,4-dinitrophenyl diethyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dinitrophenyl diethyl phosphate(54436-53-2)
• EPA Substance Registry System: 2,4-dinitrophenyl diethyl phosphate(54436-53-2)

Safety Data

• Hazardous Substances Data: 54436-53-2(Hazardous Substances Data)

Usage

Physical form

Yellow to brown liquid with a slightly fruity odor.

Type of substance

Highly toxic organophosphate pesticide.

Usage

Control a wide range of insects on crops such as cotton, corn, and fruit trees.

Exposure routes

Inhalation, ingestion, or skin contact.

Symptoms of exposure

Headaches, nausea, vomiting, and difficulty breathing.

High doses

Can be fatal.

Regulation

Use has become increasingly restricted and regulated in many countries due to its high toxicity.

InChI:InChI=1/C10H13N2O8P/c1-3-18-21(17,19-4-2)20-10-6-5-8(11(13)14)7-9(10)12(15)16/h5-7H,3-4H2,1-2H3

Upstream product

• 51-28-5 2,4-Dinitrophenol 
• 814-49-3 diethyl chlorophosphate 

Downstream Products

• 51-28-5 2,4-Dinitrophenol 
• 598-02-7 Diethyl phosphate 
• 35897-25-7 S-(2,4-dinitrophenyl)-N-acetyl-L-cysteine 
• 23815-63-6 1-(S-cysteil) 2,4-dinitrobenzene 
• 26289-39-4 S-(2,4-dinitrophenyl)glutathione 
• 20350-26-9 2,4-dinitrophenolate 
• 1384485-94-2 O,O-diethyl (2-methyl-1H-imidazol-1-yl)phosphonate 
• 814-22-2 diethyl n-propyl phosphate 
• 48042-47-3 diethyl phosphate 
• 4972-36-5 O,O-diethyl piperidinophosphate diester 
• 839-93-0 1-(2,4-dinitrophenyl)piperidine 
• 331652-62-1 2-[4-(2,4-dinitrophenyl)piperazin-1-yl]ethanol 
• 31284-04-5 N-(2,4-dinitrophenyl)piperidine 
• 32245-14-0 2,4-Dinitro-2',3',4',5',6'-pentafluorodiphenylether 

Relevant articles and documents

Esterase-like activity of human serum albumin. V. Reaction with 2,4-dinitrophenyl diethyl phosphate.

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Dual nucleophilic substitution reactions of O,O-diethyl 2,4-dinitrophenyl phosphate and thionophosphate triesters

The reactions of the title compounds with phenoxides, secondary alicyclic (SA) amines, and pyridines, in 44 wt% ethanol-water, at 25°C and an ionic strength of 0.2 M, were subjected to kinetic and product studies. From analytical techniques (HPLC and NMR), two pathways were detected (nucleophilic attack at the phosphoryl center and at the C-1 aromatic carbon) for the reactions of all the nucleophiles with the phosphate (2) and for the pyridinolysis of the thionophosphate (1). Only aromatic nucleophilic substitution was found for the reactions of 1 with phenoxides and SA amines. For the dual reactions, the nucleophilic rate constants (kN) were separated in two terms: documentclass{article}usepackage{amssymb} pagestyle{empty}begin{document}k-{rm N}^{rm P}end{document} and documentclass{article}usepackage{amssymb}pagestyle{empty}begin{document}k-{ rm N}^{{rm Ar}}end{document}, which are the rate constants for the corresponding electrophilic centers. The absence of a break in the Bronsted-type plots for the attack at P is consistent with concerted mechanisms. The Bronsted slopes, βAr 0.32-0.71, for the attack at the aromatic C-1, are in agreement with stepwise mechanisms where formation of a Meisenheimer complex is the rate-determining step. 2013 Wiley Periodicals, Inc. Int J Chem Kinet 45: 202-211, 2013 Copyright

Cleavage of Phosphate Esters by Hydroxyl-Functionalized Micellar and Vesicular Reagents

In order to compare the kinetic efficiencies of hydroxyl-functionalized surfactant vesicles with those of comparably functionalized micellar reagents, we studied the cleavages of p-nitrophenyl diphenyl phosphate (2) at pH 9.0 and lithium 2.4-dinitrophenyl