959-74-0

Basic information

• Product Name: 6-({[4-(dimethylamino)phenyl]amino}methylidene)cyclohexa-2,4-dien-1-one
• CAS NO: 959-74-0
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.3003
• Mol File: 959-74-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 409.5°C at 760 mmHg
• Flash Point: 201.5°C
• Density: 1.251g/cm³
• Vapor Pressure: 6.46E-07mmHg at 25°C
• Refractive Index: 1.731
• CAS DataBase Reference: 6-({[4-(dimethylamino)phenyl]amino}methylidene)cyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-({[4-(dimethylamino)phenyl]amino}methylidene)cyclohexa-2,4-dien-1-one(959-74-0)
• EPA Substance Registry System: 6-({[4-(dimethylamino)phenyl]amino}methylidene)cyclohexa-2,4-dien-1-one(959-74-0)

Safety Data

• Hazardous Substances Data: 959-74-0(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 30834-76-5 glyoxal-bis(4-dimethylaminophenylimine) 
• 90-02-8 salicylaldehyde 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 67-64-1 acetone 
• 536-46-9 4-dimethylaminophenylamine dihydrochloride 
• 74486-82-1 {Ni(OC₆H₄CHNC₆H₄N(CH₃)2)2} 

Downstream Products

• 99837-17-9 MoO₂Cl₂[C₆H₄OH(CHNC₆H₄N(CH₃)2)]2 
• 874183-91-2 bis(salicylidene(4-dimethylamino)aniline)zinc(II) 
• 1258930-23-2 2-chloro-N-(2-hydroxybenzyl)-N-(4-dimethylaminophenyl)acetamide 
• 1222170-12-8 4-(4-dimethylaminophenyl)-4,5-dihydrobenzo[f][1,4]oxazepin-3(2H)-one 
• 1222170-22-0 4-(4-dimethyaminophenyl)-4,5-dihydrobenzo[f][1,4]oxazepin-3(2H)-thione 
• 5713-64-4 2-((4-(dimethylamino)phenylamino)methyl)phenol 

Relevant articles and documents

Crystal structures and DFT analysis of Palladium(II) complexes with Schiff bases derived from N,N-dialkyl-p-phenylenediamines

Herein, new palladium(II) complexes with Schiff bases derived from salicylaldehyde and N,N-dialkyl-p-phenylenediamines were obtained. The ligands 2-((4-(N,N-dimethylamino)aniline)formimidoyl)phenol (N,N-metph-sOH - L1) and 2-((4-(N,N-diethylamino)aniline)formimidoyl)phenol (N,N-etph-sOH - L2) and complexes [Pd(N,N-metph-sO)2] (C1) and [Pd(N,N-etph-sO)2] (C2) were characterized by elemental analysis, infrared (IR) and UV–Vis spectroscopy, 1H and 13C nuclear magnetic resonance (NMR), thermogravimetry (TG) and differential thermal analysis (DTA), and the results agree with the proposed structures. The crystal structures data showed the formation of N,O-chelate with the pairs of phenolate O and imine N occupying the trans positions. Hirshfeld surface analysis was employed to elucidate the intermolecular contacts which drive the different supramolecular assemblies of C1 and C2. In addition, Density Functional Theory (DFT) calculations were also performed to better understand the electronic properties. Additional DFT calculations were also devoted to elucidate the stereochemistry of these palladium complexes toward the cis-trans isomerism among these square-planar Pd(II) N,O-Schiff base complexes. Time-dependent DFT (TD-DFT) analysis was applied to shed light on the nature of the electronic transitions determined in the UV–Vis spectra.

Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases

Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.

GREEN SYNTHESIS OF ARYL ALDIMINES USING ETHYL LACTATE

The present invention relates to a method for preparing aryl aldimines. In particular, the present invention relates to methods of preparing aryl aldimines that uses environmentally friendly solvent systems.