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4-Nitroaniline

Base Information Edit
  • Chemical Name:4-Nitroaniline
  • CAS No.:100-01-6
  • Deprecated CAS:1309774-69-3
  • Molecular Formula:C6H6N2O2
  • Molecular Weight:138.126
  • Hs Code.:2921.42 Oral rat LD50: 750 mg/kg
  • European Community (EC) Number:202-810-1
  • ICSC Number:0308
  • NSC Number:9797
  • UN Number:1661
  • UNII:1MRQ0QZG7G
  • DSSTox Substance ID:DTXSID8020961
  • Nikkaji Number:J2.508.693G,J4.000B
  • Wikipedia:4-Nitroaniline
  • Wikidata:Q419842
  • Metabolomics Workbench ID:50755
  • ChEMBL ID:CHEMBL14282
  • Mol file:100-01-6.mol
4-Nitroaniline

Synonyms:4-nitroaniline;4-nitroaniline monohydrochloride;4-nitroaniline sulfate (2:1);4-nitroaniline, mercury (2+) salt (2:1);p-nitroaniline;para-nitroaniline;paranitronaniline

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 4-Nitroaniline Edit
Chemical Property:
  • Appearance/Colour:Yellow solid with a mild odor 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:147 °C 
  • Refractive Index:1.634 
  • Boiling Point:333.1 °C at 760 mmHg 
  • PKA:1(at 25℃) 
  • Flash Point:165 °C 
  • PSA:71.84000 
  • Density:1.333 g/cm3 
  • LogP:2.28140 
  • Storage Temp.:Store at R.T. 
  • Solubility.:ethanol: soluble25mg/mL, slightly hazy, yellow to brownish-yellow 
  • Water Solubility.:0.8 g/L (20℃) 
  • XLogP3:1.4
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:138.042927438
  • Heavy Atom Count:10
  • Complexity:124
  • Transport DOT Label:Poison
Purity/Quality:
Safty Information:
  • Pictogram(s): ToxicT,Flammable
  • Hazard Codes: T:Toxic;
     
  • Statements: R23/24/25:; R33:; R52/53:; 
  • Safety Statements: S28A:; S36/37:; S45:; S61:; 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Nitroanilines
  • Canonical SMILES:C1=CC(=CC=C1N)[N+](=O)[O-]
  • Inhalation Risk:A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying or dispersing much faster.
  • Effects of Short Term Exposure:The substance is mildly irritating to the eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
  • Effects of Long Term Exposure:The substance may have effects on the blood. This may result in the formation of methaemoglobin.
  • General Description 4-Nitroaniline is a chemical compound used as a reactant in the synthesis of various organic materials, including electroluminescent bisphenanthroimidazole derivatives for OLEDs and Schiff base ligands for nonlinear optical applications. It serves as a precursor in reactions involving condensation or coupling to form complex structures with specific electronic or optical properties.
Technology Process of 4-Nitroaniline

There total 883 articles about 4-Nitroaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Refernces Edit

Synthesis, structure - Activity relationships, and pharmacokinetic profiles of nonpeptidic α-keto heterocycles as novel inhibitors of human chymase

10.1021/jm000496v

The research focuses on the synthesis, structure-activity relationships (SARs), and pharmacokinetic profiles of nonpeptidic r-keto heterocycles as novel inhibitors of human chymase, a chymotrypsin-like serine protease with potential roles in cardiovascular diseases and inflammatory conditions. The study hypothesizes that a pyrimidinone scaffold combined with heterocycles as P1 carbonyl-activating groups can effectively inhibit chymase, leading to the design and synthesis of various 5-amino-6-oxo-1,6-dihydropyrimidine derivatives with different heterocycles. The compounds were evaluated for their in vitro inhibitory activity against human heart chymase and other proteases using spectrophotometric assays monitoring the release of p-nitroaniline from synthetic substrates. The most potent compound, 2r (Y-40079), was further subjected to pharmacokinetic studies in rats, assessing its absorption, bioavailability, and metabolic stability. The experiments involved various reactants such as acetone cyanohydrin, HCl, monoethanolamine, and palladium-carbon for synthesis, and employed techniques like NMR, MS, and elemental analysis for compound characterization. The inhibitory constants (Ki), association rate constants (kon), and dissociation constants (koff) were determined through progress curve analysis and nonlinear regression. The research aimed to develop a potent, selective, and metabolically stable nonpeptidic chymase inhibitor, which could serve as a therapeutic agent or a tool for understanding chymase-related pathophysiology.

High-performance non-doped pure-blue electroluminescent device based on bisphenanthroimidazole derivative with twisted donor-acceptor structure

10.1016/j.orgel.2021.106171

The research focuses on the development of a high-performance, non-doped, pure-blue electroluminescent device based on a bisphenanthroimidazole derivative with a twisted donor-acceptor structure. The study involves the design and synthesis of a compound named TPA-DPPI, which consists of bisphenanthroimidazole and triphenylamine units, exhibiting bipolar carrier transport properties. The experiments conducted include the synthesis of TPA-DPPI through a series of chemical reactions using reactants such as phenanthrene-9,10-dione, benzaldehyde, 4-nitroaniline, and ammonium acetate, followed by purification and characterization using techniques like 1H NMR, mass spectrometry, and elemental analysis. The compound's thermal properties were investigated using TGA and DSC, while its electrochemical properties were assessed through cyclic voltammetry. The molecular structure and electronic properties were analyzed using DFT calculations, and the optical properties were examined through UV–vis absorption and photoluminescence (PL) spectra. The performance of the non-doped OLED device was evaluated based on its electroluminescence, with key metrics including Commission International de l’Eclairage (CIE) coordinates, external quantum efficiency (EQE), and device stability. The research demonstrates that TPA-DPPI can achieve a high EQE of 5.20%, making it a promising candidate for non-doped pure-blue OLEDs.

Synthesis, crystal structures, and molecular hyperpolarizabilities of a new Schiff base ligand, and its copper(II), nickel(II), and cobalt(II) metal complexes

10.1016/j.ica.2004.03.004

The study focuses on the synthesis, crystal structures, and molecular hyperpolarizabilities of a new Schiff base ligand (HL) derived from the condensation of 4-(diethylamino)salicylaldehyde with 4-nitroaniline, and its metal complexes with nickel(II), copper(II), and cobalt(II). The purpose of these chemicals is to investigate their quadratic nonlinear optical (NLO) properties, which are crucial for applications in fields like telecommunications and optical data storage. The Schiff base ligand and its metal complexes were analyzed for their crystal structures, thermal stability, and NLO responses, with the aim of understanding how the introduction of a metal center can enhance the NLO response and improve thermal stability. The study found that while the nickel(II) and copper(II) complexes were centrosymmetric and thus had vanishing hyperpolarizabilities, the cobalt(II) complex exhibited a pseudo-tetrahedral structure, leading to an enhancement of the NLO response and an increase in thermal stability.