6149-33-3

Basic information

• Product Name: 4-(4-Nitrophenoxy)aniline
• Synonyms: 4-(4-NITROPHENOXY)ANILINE;4-AMINO-4'-NITRODIPHENYL ETHER;4-nitro-2aminodiphenytether;4-Amino-4'-nitrodiphenyl ether;4-(4-Nitrophenoxy)benzenamine;p-(p-Nitrophenoxy)aniline;4-(4-Nitrophenoxy)an
• CAS NO: 6149-33-3
• Molecular Formula: C₁₂H₁₀N₂O₃
• Molecular Weight: 230.22
• EINECS: 228-159-3
• Product Categories: Biphenyl & Diphenyl ether
• Mol File: 6149-33-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 132 °C
• Boiling Point: 387.4 °C at 760 mmHg
• Flash Point: 188.1 °C
• Appearance: /
• Density: 1.322 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Acetone
• PKA: 4.24±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Nitrophenoxy)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Nitrophenoxy)aniline(6149-33-3)
• EPA Substance Registry System: 4-(4-Nitrophenoxy)aniline(6149-33-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-38-37-36
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 6149-33-3(Hazardous Substances Data)

Usage

General Description

4-(4-Nitrophenoxy)aniline is a chemical compound that is mainly used in the development of various dyes, pigments and other chemical research. It is a yellow-orange solid with a slightly sweet, but not so pleasant smell, soluble in ethanol and ether but insoluble in water. It consists of two main components, aniline, which is a toxic organic compound used in the production of dyes and drugs, and nitrophenol, a toxic phenolic compound used in the production of pesticides and fungicides. It requires careful handling due to its toxicity, and it has potential for bioaccumulation, meaning it could build up in living organisms over time. However, information on its exact environmental and health effects is limited.

Upstream product

• 123-30-8 4-amino-phenol 
• 350-46-9 4-Fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 100-00-5 4-chlorobenzonitrile 
• 103-90-2 4-acetaminophenol 
• 29178-59-4 4-(4-acetylaminophenoxy)-2-amino-nitrobenzene 
• 70384-51-9 Tris(3,6-dioxaheptyl)amine 
• 15267-98-8 sodium 4-aminophenolate 
• 103-84-4 Acetanilid 
• 611-06-3 2,4-dichloronitrobenzene 
• 35719-43-8 potassium salt of 4-acetamidophenol 
• 2687-40-3 4-nitrophenyl 4'-acetamidophenyl ether 
• 101-63-3 bis(4-nitrophenyl)ether 

Downstream Products

• 17076-68-5 4-(4-nitrophenoxy)benzonitrile 
• 107508-36-1 6-(4-nitrophenoxy)benzothiazole-2-ylamine 
• 19881-18-6 Cantrodifene 

Relevant articles and documents

pH-sensitive 4,(4-Nitrophenoxy)benzeneamine) derived azo dye: X-ray crystallographic, DFT and electrochemical studies

A novel nitro terminated azo dye, (E)-3-((4-(4-nitrophenoxy)phenyl)diazenyl)-[1,1′-biphenyl]-4-ol (1), was produced by coupling biphenyl-4-ol with 4,(4-Nitrophenoxy)benzeneamine) and was characterized by various spectroscopic and XRD technique. The chemical structure of the compound (1) has a nitro terminal as an electron-withdrawing moiety (A), a biphenyl ring of coupling part as a proton-donating unit (D), and both groups are linked by an azo group connector. The stimulating pH-controlled absorption behavior of chemosensor was investigated using UV/VIS spectroscopic technique. It was observed that synthesized dye (1) has high sensitivity in pH range from 7.9 to 10.46 and could be applied as a selective ‘naked-eye’ colorimetric sensor for H+ ion concentration, as it exhibited a very strong hyperchromic shift in the absorption band from 399 nm to 521 nm with a significant color change from yellow to red. The sensitivity of chemosensor was observed to be fully reversible and rapid which enhance its chances of practical implicitly. Further, DFT simulations were performed using ADF-Modeling suite 2019, to get an idea of relevance with experiments. Additionally, redox behavior of the (1) dye was also investigated by employing cyclic voltammetry using 0.1M TBAP as supporting electrolyte. Cis–Trans conformational changes were analyzed to investigate the photoisomerization ability of the synthesized dye.

Quinoline or quinazoline compound as well as preparation method and application thereof

The invention relates to quinoline or quinazoline compound as well as a preparation process and application thereof. The structural formula is shown in the description. The quinoline or quinazoline compound can inhibit the activity of PFKFB3 in tumor cells, effectively block activation of key enzymes during a glycolysis process, and inhibit energy supply for tumor cells.

Synthesis of new 4[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones and their evaluation as anthelmintics

A library of novel 4-[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones containing different substituents at the 5-position is synthesized. The mechanochemical treatment is followed to synthesize target compounds 8 (a-p), and the yields are compared by both the grinding method and the conventional method. The structure of the intermediate, isothiocyanato-4-(4-nitrophenoxy)benzene 6, is analyzed by single crystal X-ray studies. The title compounds are characterized by spectral and elemental analyses and further evaluated for their efficacy as anthelmintics in vitro. Compounds 8c, 8j, 8k, 8l, and 8m exhibit significant anthelmintic activity.