5950-83-4

Usage

Appearance

Yellow crystalline solid Describes the physical form and color of the compound, which is a solid with a yellowish hue and a crystalline structure.

Molecular weight

268.2 g/mol The mass of one mole of the compound, which is 268.2 grams.

Usage

Synthesis of various organic compounds 1-nitro-2-(4-nitrophenoxy)benzene is used as a starting material or intermediate in the production of other organic compounds, such as pharmaceuticals and dyes.

Potential applications

Material science The compound may have applications in the development of new materials due to its unique properties.

Chemical structure

Benzene ring with two nitro groups and a phenoxy group The compound's structure consists of a benzene ring (a six-carbon ring with alternating single and double bonds) with two nitro groups (-NO2) and a phenoxy group (a phenol molecule with one hydrogen atom replaced by an ether linkage to the benzene ring).

Hazards and risks

Handle with care Due to its potential hazards and risks, it is important to follow proper safety precautions and guidelines when handling and using 1-nitro-2-(4-nitrophenoxy)benzene to prevent accidents and minimize exposure to harmful effects.

InChI:InChI=1/C12H8N2O5/c15-13(16)9-5-7-10(8-6-9)19-12-4-2-1-3-11(12)14(17)18/h1-8H

Upstream product

• 101-84-8 diphenylether 
• 620-88-2 4-nitrophenyl phenyl ether 
• 824-38-4 potassium 2-nitrophenoxide 
• 100-00-5 4-chlorobenzonitrile 
• 1124-31-8 potassium 4-nitrophenolate 
• 350-46-9 4-Fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 88-75-5 2-hydroxynitrobenzene 
• 32455-97-3 Benzyl-N-(2-nitrophenoxy)-carbamat 
• 17763-80-3 para-nitrophenyl triflate 
• 824-39-5 sodium o-nitrophenate 
• 88-73-3 2-Chloronitrobenzene 
• 20455-07-6 p-nitrophenyl methanesulfonate 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 18226-25-0 2-(4-nitrophenoxy)benzenamine 
• 100-02-7 4-nitro-phenol 
• 2592-95-2 benzotriazol-1-ol 
• 119707-16-3 2-<(4'-nitrophenyl)amino>phenol 

Relevant academic research and scientific papers

Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors

Selective Mcl-1 inhibitors may overcome the drug resistance caused by current anti-apoptotic Bcl-2 protein inhibitors in tumors with Mcl-1 overexpression. Based on previously discovered compounds with a 3-phenylthiophene-2-sulfonamide core moiety, in this work, we have obtained new compounds with improved binding affinity and/or selectivity under the guidance of structure-based design. The most potent compounds achieved sub-micromolar binding affinities to Mcl-1 (Ki～ 0.4 μM) and good cytotoxicity (IC5015N-heteronuclear single-quantum coherence NMR spectra suggested that these compounds bound to the BH3-binding groove on Mcl-1. Several cellular assays revealed that FWJ-D4 as well as its precursor FWJ-D5 effectively induced caspase-dependent apoptosis, and their target engagement at Mcl-1 was confirmed by co-immunoprecipitation experiments. Treatment with FWJ-D5 at 50 mg/kg every 2 days on an RS4;11 xenograft mouse model for 22 days led to 75% reduction in tumor volume without body weight loss.

Immobilized palladium nanoparticles on MNPs@A-N-AEB as an efficient catalyst for C-O bond formation in water as a green Solvent

Palladium nanoparticles immobilized on the magnetic nanoparticles@2-amino-N-(2-aminoethyl) benzamide (MNPs@A-N-AEB.Pd0) have been presented as an efficient, and reusable magnetically heterogeneous catalyst for the C-O coupling reaction, namely Ullmann condensation reactions in an aqueous medium. This heterogeneous catalyst shows superior reactivity for the C-O arylation of different aryl halide (chloride, bromide, and iodide) with phenol derivatives to afford the desired products in good to excellent yields within short reaction time. Moreover, the catalyst can be easily recovered and reused for seven runs without loss of catalytic activity. The catalyst was characterized by several techniques, such as FT-IR, SEM, TEM, EDS, XRD, TGA and ICP-OES.

Metal- and Phenol-Free Synthesis of Biaryl Ethers: Access to Dibenzobistriazolo-1,4,7-oxadiazonines and Vancomycin-Like Glyco-Macrocycles as Antibacterial Agents

An efficient synthesis of biaryl ethers, from electron-deficient aryl halides using NaH/DMSO under metal- and phenol-free conditions, has been achieved to access dibenzo-bistriazolo-1,4,7-oxadiazonines and vancomycin-like glyco-macrocycles. A 44-membered glyco-macrocycle showed promising activity against vancomycin-resistant Staphylococcus aureus (VRSA).

CsF/clinoptilolite: An efficient solid base in SNAr and copper-catalyzed Ullmann reactions

CsF/clinoptilolite was found to be an efficient solid base catalyst for both SNAr and Ullmann ether reactions. A general and efficient one-step procedure was developed for the synthesis of biaryl ethers via direct coupling of electron-deficient aryl halides to phenols using CsF/clinoptilolite. The protocol was also applied to electron-rich aryl halides by addition of a catalytic amount of copper oxide nanoparticles. Both SNAr and Ullmann reactions were rapid and provided good to excellent yields.

Microwave-assisted construction of diaryl ethers directly from arylmethanesulfonates as convenient latent phenols with aryl halides

The microwave-assisted synthesis of diaryl ethers directly from aryl halides and arylmethanesulfonates, which as latent phenols obviate a deprotection step prior to the SNAr reaction, in the presence of Cs2CO3 is described. The reaction time was very short (6-9-min), and good to excellent yields (53-90%) with the wide substrate scope were achieved without any catalyst. Copyright Taylor & Francis Group, LLC.

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / SNAr reaction for K2CO3-mediated C(aryl)-O bond formation

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (SNAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

Arylmethanesulfonates are convenient latent phenols in the nucleophilic aromatic substitution reaction

The methanesulfonyl protecting group for a phenol is conveniently unmasked under the conditions of the S(N)Ar reaction with an activated aryl halide, producing diarylether products directly. The method is advantageous when the preparation of a phenol substrate requires O-protection, since the selection of the robust methanesulfonate as a latent phenol obviates a deprotection step prior to the S(N)Ar reaction.

The Reduction of Some 2,2'-Dinitrodiaryl Compounds and Related Compounds by Thiourea S,S-Dioxide (Formamidinesulfinic Acid)

The reaction of thiourea S,S-dioxide (formamidinesulfinic acid) in ethanolic alkali with 2,2'-dinitrobiphenyl and several related dinitro compounds possessing an-X-bridge (where X = NH, NMe, O and S), located at the 1,1'-positions, has been investigated.With 2,2'-dinitrobiphenyl (which gives good yields of benzocinnoline and its oxides) and, to a minor extent, with 2,2'-dinitrodiphenylamine, an intramolecular reaction occured to give heterocyclic products; with each of the other dinitro compounds, the only product obtained was formed as the result of a Smiles rearrangement.

Preparation of benzenoid ethers and thioethers

Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA- M+, in the presence of at least one tertiary amine sequestering agent having formula: