788-25-0

Basic information

• Product Name: 2-{[(4-nitrophenyl)imino]methyl}phenol
• Synonyms: 2-{[(4-nitrophenyl)imino]methyl}phenol
• CAS NO: 788-25-0
• Molecular Formula: C₁₃H₁₀N₂O₃
• Molecular Weight: 242.2301
• Mol File: 788-25-0.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 434.5°C at 760 mmHg
• Flash Point: 216.6°C
• Appearance: /
• Density: 1.459g/cm³
• Vapor Pressure: 9.44E-08mmHg at 25°C
• Refractive Index: 1.77
• CAS DataBase Reference: 2-{[(4-nitrophenyl)imino]methyl}phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[(4-nitrophenyl)imino]methyl}phenol(788-25-0)
• EPA Substance Registry System: 2-{[(4-nitrophenyl)imino]methyl}phenol(788-25-0)

Safety Data

• Hazardous Substances Data: 788-25-0(Hazardous Substances Data)

Usage

Chemical composition

Comprised of a phenolic group and a nitrophenyl group connected by an imine linker.

Usage

Commonly used in organic synthesis and coordination chemistry to form coordination complexes with metal ions.

Biological activities

Investigated for potential antioxidant, antimicrobial, and anticancer properties.

Other potential applications

Studied for use in corrosion inhibition and as a sensing material for various analytes.

Research interest

Has diverse applications in different fields and is of interest for further research and development.

InChI:InChI=1/C13H10N2O3/c16-13-4-2-1-3-10(13)9-14-11-5-7-12(8-6-11)15(17)18/h1-9,14H

Upstream product

• 90-02-8 salicylaldehyde 
• 100-01-6 4-nitro-aniline 
• 74019-15-1 6-[1-(4-Nitro-phenylamino)-meth-(Z)-ylidene]-cyclohexa-2,4-dienone 
• 89-95-2 2-methyl-benzyl alcohol 
• 100-52-7 benzaldehyde 

Downstream Products

• 16457-00-4 bis(N-benzyl-salicylaldiminate) zinc(II) 
• 117483-13-3 3-(4-nitrophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine 
• 13159-73-4 2-(((4-nitrophenyl)amino)methyl)phenol 
• 14409-21-3 bis(N-(p-nitrophenyl)salicylaldiminato)zinc(II) 
• 14688-83-6 {Cu(C₆H₄(O)CHNC₆H₄(NO₂))2} 

Relevant articles and documents

Synthesis and spectroscopic properties of a copper(II) binuclear complex of a novel tetradentate asymmetrical Schiff base ligand and its DFT study

A new asymmetrical Schiff base ligand, N,N′-(salicylidene)-5-bromo-2-hydroxybenzaldehyde-p-phenylenediamine (SBHBP), and its binuclear Cu(II) complex have been synthesized. The molecular structures and spectroscopic properties of the ligand and its complex were experimentally characterized by elemental analysis, FT-IR, NMR and UV-Vis spectroscopic techniques and computationally by the density functional theory (DFT) method. The molecular geometry and vibrational frequencies of the SBHBP ligand in the ground state have been calculated using the B3LYP/6-31G(d,p) and 6-31++G(d,p) basis sets. A potential surface scan study was carried out and the most stable geometry of the SBHBP ligand was confirmed. The calculated results show that the optimized geometry can well reproduce the structural parameters, and the theoretical vibrational frequencies are in good agreement with the experimental values. On calculation of the electronic absorption spectra, TD-DFT calculations were carried out in both the gas and solution phases. The energetic behavior of the SBHBP ligand has been examined in solvent media using the B3LYP method with the 6-31G(d,p) and 6-31++G(d,p) basis sets by applying the Onsager method and polarizable continuum model (PCM). Additionally, Mulliken and NBO atomic charges, NMR analysis, molecular electrostatic potential (MEP) and frontier molecular orbitals (FMO) analysis of the SBHBP ligand were investigated using theoretical calculations.

Synthesis and physicochemical characterization of Schiff bases used as optical sensor for metals detection in water

In this work, chemical mechanic synthesis of six imines is reported, chemical structure and optical characterization is described. The imines 3a-3f were evaluated as colorimetric chemical sensors of metals: Ba2+, Co2+, Fe2+, Mg2+, Ni2+, Pb2+, Zn2+, Cd2+, Hg2+, Cu2+, Sn2+ and Cs+ where 3e being a highly selective colorimetric chemical sensor for Cu2+. The limit detection of the sensor was determined through the titration, which turned out to be 4.9 × 10?6 M with a Ka of 8.264 × 103 M?1. Also, the interference of detection in a mixture of metals was studied. Finally, by the use of IR, NMR, and DFT calculations, the structure of the 3e + M complex formed, and the phenomenon responsible for the color change was determined. Finally, a possible relationship between the selectivity to metal ions and the HOMO energy levels of the molecules is proposed, being a basis for the design of smart organic sensors

Facile synthesis, solublization studies and anti-inflammatory activity of amorphous zinc(Ii) centered aldimine complexes

In this study, Zn(II) centered complexes with aldimine derivatives were synthesized using green solvent, polyethylene glycol (PEG-400) and amorphous complexes were characterized by FT-IR, multinuclear (1H and13C NMR), elemental and thermal analysis. Thermogravimetric analysis indicated the extended thermal stability of the synthesized complexes. All the Zn(II) complexes show very significant photoexcitation in the range of 318 – 384 nm and photoemission in the range of 502 – 562 nm. Among all the complexes, Zn(II) complex (3Zn) showed minimum band gap value, 2.35 eV. These amorphous complexes have been reported for their wide applications in biomedical sciences. The synthesized aldimine ligands and Zn(II) complexes were investigated for anti-inflammatory activity and these complexes showed more anti-inflammatory potential than the corresponding aldimine ligands. The solubilization of zinc complexes in sodium dodecyl sulphate was also investigated to reveal the interaction of metal complexes by using UV-Visible spectroscopy and electrical conductivity measurements.