1836-74-4

Basic information

• Product Name: 1-(4-Chlorophenoxy)-4-nitrobenzene
• Synonyms: 1-chloro-4-(4-nitrophenoxy)benzene;4’-chloro-4-nitrobiphenylether;4-chlorophenyl4’-nitrophenylether;ether,p-chlorophenylp-nitrophenyl;1-(4-CHLOROPHENOXY)-4-NITROBENZENE;4-Chloro-4'-nitrodiphenyl ether;4-Nitro-4-chloro-diphenyl ether;(4-Nitrophenyl)(4-chlorophenyl) ether
• CAS NO: 1836-74-4
• Molecular Formula: C₁₂H₈ClNO₃
• Molecular Weight: 249.65
• EINECS: 217-405-5
• Mol File: 1836-74-4.mol
• Article Data: 44

Chemical Properties

• Melting Point: 76.5 °C
• Boiling Point: 350.032 °C at 760 mmHg
• Flash Point: 165.494 °C
• Appearance: /
• Density: 1.358 g/cm³
• Vapor Pressure: 1.28E-08mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-(4-Chlorophenoxy)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Chlorophenoxy)-4-nitrobenzene(1836-74-4)
• EPA Substance Registry System: 1-(4-Chlorophenoxy)-4-nitrobenzene(1836-74-4)

Safety Data

• Hazardous Substances Data: 1836-74-4(Hazardous Substances Data)

Usage

General Description

1-(4-Chlorophenoxy)-4-nitrobenzene is a chemical compound that falls under the category of organochlorine compounds, which primarily includes carbon-based molecules with at least one chlorine atom. The presence of a nitro group and a chloro group suggests that this compound could exhibit both electrophilic and nucleophilic properties due to the polar effect of these groups. It could possibly be used in the synthesis of various organic substances such as dyes, pharmaceuticals, and pesticides due to its structure. Like other chlorinated aromatic compounds, it's advisable to handle it with care due to potential toxicity. However, specific information regarding its toxicity, environmental impact, and detailed uses are not widely documented, due to which its usage or effects may not be fully known.

InChI:InChI=1/C5H6N2O/c6-5-2-1-4(8)3-7-5/h1-3,8H,(H2,6,7)

Upstream product

• 7005-72-3 4-chlorodiphenyl ether 
• 620-88-2 4-nitrophenyl phenyl ether 
• 106-48-9 4-chloro-phenol 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 1193-00-6 sodium 4-chlorophenolate 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 586-78-7 para-nitrophenyl bromide 
• 100-02-7 4-nitro-phenol 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 6317-27-7 p-chlorophenyl mesylate 

Downstream Products

• 101-79-1 4-amino-4'-chlorodiphenyl ether 
• 122947-59-5 4-(4-Chloro-phenoxy)-2-dichloromethyl-1-nitro-benzene 
• 1121-74-0 potassium 4-chlorophenoxide 
• 99226-41-2 4-(4-chlorophenoxy)-N-hydroxyaniline 
• 98911-07-0 4-Chloro-4'-hydroxyacetylaminobiphenyl ether 
• 22943-93-7 4-(4-chloro-phenoxy)-phenylisothiocyanate 
• 760214-55-9 1-[4-(4-chloro-phenoxy)-phenyl]-3-cyano-thiourea 
• 758698-77-0 [4-(4-chloro-phenoxy)-phenyl]-carbamic acid 
• 1026855-63-9 3-{3-[4-(4-chloro-phenoxy)-phenylsulfanyl]-2-hydroxyamino-propyl}-5,5-dimethyl-imidazolidine-2,4-dione 
• 1027957-93-2 N-[1-[4-(4-chloro-phenoxy)-phenylsulfanylmethyl]-2-(3,4,4-trimethyl-2,5-dioxo-imidazolidin-1-yl)-ethyl]-N-hydroxy-formamide 
• 1027139-24-7 N-[1-[4-(4-chloro-phenoxy)-phenylsulfanylmethyl]-2-(4,4-dimethyl-2,5-dioxo-imidazolidin-1-yl)-ethyl]-N-hydroxy-formamide 
• 74614-50-9 [4-(4-Chloro-phenoxy)-phenyl]-(2-methyl-benzoimidazol-1-ylmethyl)-amine 
• 74614-52-1 Benzotriazol-1-ylmethyl-[4-(4-chloro-phenoxy)-phenyl]-amine 

Relevant articles and documents

Novel cobalt-valine catalyzed O-arylation of phenols with electron deficient aryl iodides

Abstract: A Novel cobalt-catalyzed O-arylation of phenols with electron deficient aryl iodides is described. The reaction employs cheap and easy-to-handle cobalt acetate tetrahydrate as the catalyst precursor and naturally occurring l-valine as the ligand without the use of any transmetallating or reducing agents. The new protocol offers a wide scope for a variety of phenols towards O-arylation with moderate to excellent yields with electron deficient aryl iodides.

Salicylanilides Reduce SARS-CoV-2 Replication and Suppress Induction of Inflammatory Cytokines in a Rodent Model

SARS-CoV-2 virus has recently given rise to the current COVID-19 pandemic where infected individuals can range from being asymptomatic, yet highly contagious, to dying from acute respiratory distress syndrome. Although the world has mobilized to create antiviral vaccines and therapeutics to combat the scourge, their long-term efficacy remains in question especially with the emergence of new variants. In this work, we exploit a class of compounds that has previously shown success against various viruses. A salicylanilide library was first screened in a SARS-CoV-2 activity assay in Vero cells. The most efficacious derivative was further evaluated in a prophylactic mouse model of SARS-CoV-2 infection unveiling a salicylanilide that can reduce viral loads, modulate key cytokines, and mitigate severe weight loss involved in COVID-19 infections. The combination of anti-SARS-CoV-2 activity, cytokine inhibitory activity, and a previously established favorable pharmacokinetic profile for the lead salicylanilide renders salicylanilides in general as promising therapeutics for COVID-19.

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].

Novel Deazaflavin Analogues Potently Inhibited Tyrosyl DNA Phosphodiesterase 2 (TDP2) and Strongly Sensitized Cancer Cells toward Treatment with Topoisomerase II (TOP2) Poison Etoposide

Topoisomerase II (TOP2) poisons as anticancer drugs work by trapping TOP2 cleavage complexes (TOP2cc) to generate DNA damage. Repair of such damage by tyrosyl DNA phosphodiesterase 2 (TDP2) could render cancer cells resistant to TOP2 poisons. Inhibiting TDP2, thus, represents an attractive mechanism-based chemosensitization approach. Currently known TDP2 inhibitors lack cellular potency and/or permeability. We report herein two novel subtypes of the deazaflavin TDP2 inhibitor core. By introducing an additional phenyl ring to the N-10 phenyl ring (subtype 11) or to the N-3 site of the deazaflavin scaffold (subtype 12), we have generated novel analogues with considerably improved biochemical potency and/or permeability. Importantly, many analogues of both subtypes, particularly compounds 11a, 11e, 12a, 12b, and 12h, exhibited much stronger cancer cell sensitizing effect than the best previous analogue 4a toward the treatment with etoposide, suggesting that these analogues could serve as effective cellular probes.