2734-77-2

Usage

Uses

Used in Organic Synthesis:
2,4-dinitrophenyl naphthalen-2-yl ether is used as a reagent in organic synthesis for the formation of new chemical compounds. Its strong nucleophilic properties make it a valuable component in creating a variety of organic molecules.
Used in Research:
In research settings, 2,4-dinitrophenyl naphthalen-2-yl ether is employed as a reagent for the determination of aldehydes and ketones in organic chemistry. Its ability to react with these functional groups aids in the identification and analysis of organic compounds.
Used in Medicinal Chemistry:
2,4-dinitrophenyl naphthalen-2-yl ether has potential applications in medicinal chemistry, where it may contribute to the development of new pharmaceuticals or serve as an intermediate in the synthesis of bioactive molecules.
Used in Dyes and Pigments Manufacturing:
2,4-dinitrophenyl naphthalen-2-yl ether also finds use in the manufacturing of dyes and pigments, where its chemical properties can be harnessed to produce a range of colorants for various industries.
Safety Considerations:
It is crucial to handle 2,4-dinitrophenyl naphthalen-2-yl ether with care due to its potential health hazards. Appropriate safety measures should be taken to minimize exposure and ensure the well-being of those working with 2,4-dinitrophenyl naphthalen-2-yl ether.

Upstream product

• 70-34-8 2,4-Dinitrofluorobenzene 
• 135-19-3 β-naphthol 
• 67-56-1 methanol 
• 36294-21-0 potassium 2-naphthoxide 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 15147-55-4 2-naphtholate 
• 62790-91-4 2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene 
• 875-83-2 sodium 2-naphtholate 
• 584-48-5 2,4-dinitrobromobenzene 

Downstream Products

• 961-68-2 N-phenyl-2,4-dinitroaniline 
• 119-27-7 2,4-dinitroanisole 
• 135-19-3 β-naphthol 
• 13059-86-4 2,4-dinitro-N-butylaniline 

Relevant academic research and scientific papers

Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods

Destabilizing mutations in small heat shock proteins (sHsps) are linked to multiple diseases; however, sHsps are conformationally dynamic, lack enzymatic function and have no endogenous chemical ligands. These factors render sHsps as classically “undruggable” targets and make it particularly challenging to identify molecules that might bind and stabilize them. To explore potential solutions, we designed a multi-pronged screening workflow involving a combination of computational and biophysical ligand-discovery platforms. Using the core domain of the sHsp family member Hsp27/HSPB1 (Hsp27c) as a target, we applied mixed solvent molecular dynamics (MixMD) to predict three possible binding sites, which we confirmed using NMR-based solvent mapping. Using this knowledge, we then used NMR spectroscopy to carry out a fragment-based drug discovery (FBDD) screen, ultimately identifying two fragments that bind to one of these sites. A medicinal chemistry effort improved the affinity of one fragment by ~50-fold (16 μM), while maintaining good ligand efficiency (~0.32 kcal/mol/non-hydrogen atom). Finally, we found that binding to this site partially restored the stability of disease-associated Hsp27 variants, in a redox-dependent manner. Together, these experiments suggest a new and unexpected binding site on Hsp27, which might be exploited to build chemical probes.

2,4-dinitrophenyl ether-containing chemodosimeters for the selective and sensitive in vitro and in vivo detection of hydrogen sulfide

Four probes (i.e. D1-D4) for the selective and sensitive fluorogenic detection of HS- have been prepared and characterised. HEPES (10 mM, pH 7.4)-DMSO 99:1 v/v solutions of D1-D4 are essentially non-fluorescent. Changes in the emission using D1-D4 in the presence of anions (F-, Cl-, Br-, I-,N-3, CN-, SCN-, AcO-,CO2-3 ,PO2-4,SO2-4, HS- and OH-), biothiols (GSH, Cys, Hcy, Me-Cys and lipoic acid), reducing agents (SO2-3 and S2O2-3) and oxidants (H2O2) demonstrated that only HS- is able to induce the appearance of intense emission bands in the 400-520 nm range in the four probes. The selectivity observed was ascribed to a unique hydrogen sulfide-induced hydrolysis of the 2,4-dinitrophenyl ether moiety that yielded the corresponding free highly fluorescent alcohols. The potential detection of intracellular HS- was also studied.

DBU-mediated mild and chemoselective deprotection of aryl silyl ethers and tandem biaryl ether formation

An efficient method for the selective cleavage of aryl silyl ethers is established using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). With either 1.0 or 0.10 equivalent of DBU, smooth desilylation of various aryl silyl ethers was accomplished selectively in the presence of alkyl silyl ethers and other base-sensitive groups such as acetate and ester. In addition, direct transformation of aryl silyl ethers into biaryl ethers using a catalytic amount of DBU was possible through tandem desilylation and SNAr reaction with activated aryl fluorides. Georg Thieme Verlag Stuttgart.

Nucleofuge effect: The kinetic and mechanistic studies of the reactions of some O-aryloximes and phenyl naphthyl ether with n-butylamine in acetonitrile

The aminolysis reactions of O-(2′,4′-dinitrophenyl)-2-naphthol (DNPN), O-(2′,4′-dinitrophenyl)indanoneoxime (DNPIO), and O-(2,4-dinitrophenyl)propanoneoxime (DNPPO) have been carried out with n-butylamine in acetonitrile at 35 ± 0.1°. The coloured product

Rapid synthesis of nitro substituted diaryl ethers under mild conditions

Various nitro substituted diaryl ethers have been synthesized rapidly by using polymer supported phenoxide anions and halides under mild conditions. The isolation of pure products by simple filtration and evaporation is an important feature of this method.

A COMPARATIVE KINETIC INVESTIGATION OF SOME NUCLEOPHILIC AROMATIC DISPLACEMENTS

A comparative kinetic study of the reaction of 1-chloro-2,4-dinitrobenzene, 1-chloro-2,4-dinitronaphthalene, 2-chloro-5-nitropyridine and 2-chloro-3-nitropyridine with phenoxide, 1-naphthoxide and 2-naphthoxide ions was performed in methanol solution.Rate constants at five temperatures and Arrhenius parameters have been determined for all reactions.

Kinetics and mechanism of reaction of 1-chloro-2,4-dinitrobenzene with potassium phenoxide, 1-naphthoxide and 2-naphthoxide in methanol

In the title reaction at different temperatures (30-45 deg C) the rates have been measured as a function of free .A linear relationship is found between the observed second order rate coefficient and the ratio /.This has been attributed to concurrent and consecutive methanolysis by methoxide ions arising from the possible proton exchange between methanol and phenoxide ion.The thermodynamic parameters of activation of the reaction of 1-chloro-2,4-dinitrobenzene with aryl oxides and methoxide anions have been calculated.From the kinetic results it is possible to calculate the equilibrium constant of the reaction: CH3OH + ArO(-) CH3O(-) + ArOH