1945-92-2

Basic information

• Product Name: 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE
• Synonyms: 2-((2,4-dinitrophenyl)amino)-ethano;2-(2,4-dinitroanilino)-ethano;2-(2,4-dinitroanilino)ethanol;2-[(2,4-dinitrophenyl)amino]-ethano;2-[(2,4-DINITROPHENYL)AMINO]ETHANOL;2,4-DINITRO-N-(2-ETHOXYL) ANLINE;2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE;N-(2-HYDROXYETHYL)-2,4-DINITROBENZENAMINE
• CAS NO: 1945-92-2
• Molecular Formula: C₈H₉N₃O₅
• Molecular Weight: 227.17
• Mol File: 1945-92-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 368.88°C (rough estimate)
• Flash Point: 224.4°C
• Appearance: /
• Density: 1.4855 (rough estimate)
• Vapor Pressure: 8.62E-09mmHg at 25°C
• Refractive Index: 1.7400 (estimate)
• Storage Temp.: -20°C
• CAS DataBase Reference: 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE(1945-92-2)
• EPA Substance Registry System: 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE(1945-92-2)

Safety Data

• Hazardous Substances Data: 1945-92-2(Hazardous Substances Data)

Usage

General Description

2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE is a chemical compound with the formula C8H9N3O5. It is a yellow crystalline solid with a molecular weight of 227.17 g/mol. 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE is commonly used in the production of dyes, pigments, and as an intermediate in the synthesis of pharmaceuticals. It is also known to be an important precursor for the synthesis of azo dyes and is used as a reagent in organic synthesis. Additionally, 2,4-DINITRO-N-(2-HYDROXYETHYL)ANILINE is considered to be toxic, with potential health hazards including skin and eye irritation, and it may be harmful if swallowed or inhaled. Therefore, proper handling and safety precautions should be taken when working with this chemical compound.

InChI:InChI=1/C8H9N3O5/c12-4-3-9-7-2-1-6(10(13)14)5-8(7)11(15)16/h1-2,5,9,12H,3-4H2

Upstream product

• 584-48-5 2,4-dinitrobromobenzene 
• 141-43-5 ethanolamine 
• 60-29-7 diethyl ether 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 64-17-5 ethanol 
• 13181-22-1 O-(2',4'-dinitrophenyl) 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one oxime 
• 154853-46-0 2,4-dinitrophenyl 4-methoxybenzenesulfonate 
• 101219-76-5 2-(methylthio)ethyl 2,4-dinitrophenyl ether 
• 67674-33-3 2,4-dinitrophenyl 2-methoxyethyl ether 
• 18226-13-6 N-(2,4-dinitrobenzenesulfonyl)ethanolamine 
• 709-49-9 1-iodo-2,4-dinitrobenzene 
• 89-02-1 2,4-dinitrobenzenesulfonic acid 
• 70-34-8 2,4-Dinitrofluorobenzene 

Downstream Products

• 1245006-61-4 2,4-dinitro-N-(2-(prop-2-ynyloxy)ethyl)aniline 
• 1263363-91-2 3',5'-di-O-acetyl-2'-deoxy-O₆-{2-[(2,4-dinitophenyl)amino]ethyl}guanosine 
• 57944-32-8 N¹-(2-chloro-ethyl)-4-nitro-o-phenylenediamine 
• 56223-91-7 N’-(2,4-dinitrophenyl)-N,N-diethylethane-1,2-diamine 
• 5099-39-8 N⁽¹⁾-(2-(diethylamino)ethyl)-4-nitrobenzene-1,2-diamine 
• 97-02-9 2,4-Dinitroanilin 
• 51-28-5 2,4-Dinitrophenol 
• 2871-01-4 1-[(2-hydroxyethyl)amino]-2-nitro-4-aminobenzene 
• 23920-12-9 N-(2-methoxy-ethyl)-2,4-dinitro-aniline 
• 16830-65-2 N-(2-chloroethyl)-2,4-dinitrobenzenamine 
• 4481-55-4 N-(2-hydroxyethyl)-N-(2',4',6'-trinitrophenyl)nitramine nitrate 
• 56932-44-6 1-(2'-hydroxy-ethyl)amino-2-amino-4-nitro-benzene 

Relevant articles and documents

The mechanism of aromatic nucleophilic substitution reaction between ethanolamine and fluoro-nitrobenzenes: An investigation by kinetic measurements and DFT calculations

We have studied the kinetics and elucidated the mechanism by DFT calculation of the reaction between ethanolamine (EOA) and 1-fluoro-2,4- dinitrobenzene (DNFB) in acetonitrile and toluene. To determine the contribution of the nitro group, the activation energy of the reaction between ethanolamine and 1-fluoro-2-nitrobenzene (MNFB) vs. DNFB was determined in acetonitrile and calculated by DFT method. Kinetic measurements reveal that the reaction is faster in acetonitrile than in toluene. The reaction follows overall second-order kinetics: first order with respect to both EOA and DNFB which is similar to the results reported for reaction between other primary amines and 1-substituted-2,4-dinitrobenzenes. The calculations by using DFT methods reveal that the mechanism of the reaction involves the formation and decomposition of a Meisenheimer complex (MC). DFT calculations also reveal that the activation energy of the reaction is highest in vacuum and decreases with increasing polarity of the solvent reaching a minimum in acetonitrile. In addition, activation energies obtained by both DFT calculations and experiments show that the reactivity of MNFB is less than that of DNFB showing the effect of the 4-nitro group.

Synthesis of o-Nitroarylamines via Ipso Nucleophilic Substitution of Sulfonic Acids

A mild, efficient, and eco-friendly method for the synthesis of o-nitroarylamine from o-nitroaryl sulfonic acid via ipso nucleophilic aryl substitution by amine is described. The products have been obtained with good yields at room temperature without the assistance of any metal, activating agent, or toxic oxidant. This method is useful for racemization-free synthesis of N-aryl amino acid esters.

Nucleotides. Part LXXVIII: Double labeling of nucleosides and nucleotides

Several N(-hydroxyalkyl)-2,4-dinitroanilines were transformed into their phosphoramidites (see 5 and 6 in Scheme 1) in view of their use as fluorescence quenchers, and modified 2-aminobenzamides (see 9, 10, 18, and 19 in Scheme 1) were applied in model re