896-05-9

Usage

Uses

Used in Dye and Pigment Synthesis:
4'-(DIMETHYLAMINO)BENZYLIDENE-4-NITROANILINE is used as an intermediate in the synthesis of various dyes and pigments for its ability to produce vibrant colors and shades.
Used in Optical and Electronic Applications:
In the Optical and Electronic Industry, 4'-(DIMETHYLAMINO)BENZYLIDENE-4-NITROANILINE is used as a component for its strong absorption in the ultraviolet region, which is beneficial for certain optical devices and electronic components.
Used as a pH Indicator:
4'-(DIMETHYLAMINO)BENZYLIDENE-4-NITROANILINE is used as a pH indicator due to its color-changing properties in response to different pH levels, making it useful in laboratory and industrial settings for monitoring pH.
Used as a Reagent in Analytic Chemistry:
In Analytic Chemistry, 4'-(DIMETHYLAMINO)BENZYLIDENE-4-NITROANILINE is used as a reagent for its ability to interact with various substances, aiding in the identification and analysis of compounds.
Used in Organic Light-Emitting Diodes (OLEDs):
4'-(DIMETHYLAMINO)BENZYLIDENE-4-NITROANILINE is being studied for its potential use in Organic Light-Emitting Diodes due to its luminescent properties, which could enhance the performance and efficiency of OLEDs.

InChI:InChI=1/C15H15N3O2/c1-17(2)14-7-3-12(4-8-14)11-16-13-5-9-15(10-6-13)18(19)20/h3-11H,1-2H3/b16-11+

Upstream product

• 34025-22-4 Hexafluoraceton-N-(p-nitrophenyl)-imin 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 7647-01-0 hydrogenchloride 
• 43001-34-9 N-(4,4'-bis-dimethylamino-benzhydryl)-4-nitro-aniline 
• 119-58-4 4,4'-bis(dimethylamino)benzhydrol 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 279248-29-2 [(4-dimethylamino-phenyl)-(4-nitro-phenylamino)-methyl]-phosphonic acid diisopropyl ester 
• 271242-70-7 N,N-dimethyl-4-{[(4-nitrophenyl)amino]methyl}aniline 

Relevant academic research and scientific papers

Observation of the complex spectra for the supramolecular system involving silver nanoparticles-biaryl Schiff bases containing the nitro group

A series of biaryl Schiff bases containing the nitro groups, 4-XArCH═NArNO2-4′ (XBANO2-4′) and 4-NO2ArCH═NArY-4′ (4-NO2BAY), were synthesized. Also, the fish sperm DNA (fsDNA) and silver nanoparticles (AgNPs) solutions were prepared. By mixing these compounds with fsDNA or AgNPs solution and determining the ultraviolet absorption spectra of the mixture solutions, an interesting phenomenon was found: a new absorption peak λmax,lim appeared in the (XBANO2-4′)-AgNPs solution, which was longer than the wavelength of λmax of XBANO2-4′ solution. The new absorption peak in the (XBANO2-4′)-AgNPs solution was the complex spectrum originating from the electron transfer between XBANO2-4′ and AgNPs. Whereas this phenomenon was not observed in the (4-NO2BAY)-AgNPs solutions, a quantitative correlation analysis was carried out with the measured spectral data, and the results show that the wave number νmax,lim of the λmax,lim is mainly affected by the excited-state substituent constant (Formula presented.) rather than the ground Hammett constant σ of the X group. The redshift magnitude Δνmax,WSL, namely, Δνmax,WSL = (1/λmax) ? (1/λmax,lim), of the wavelength λmax,lim is related to the highest occupied molecular orbital and lowest unoccupied molecular orbital of XBANO2-4′. The discovery of this new phenomenon is helpful to understanding the interaction between AgNPs-organic compound supramolecular systems.

An expeditious one-pot synthesis of substituted phenylazetidin-2-ones in the presence of zeolite

In this study, one-pot rapid and efficient series of phenylazetidin-2-ones were synthesized from N,N-dimethylaminobenzaldehyde, different substituted aromatic amines and phenylacetyl chloride in the presence of zeolite catalyst under microwave irradiation. We also reported schiff bases (1a-j) by classical and conventional microwave technique. The titled compounds are evaluated for their antimicrobial properties. The activities are due to Ci=O, Ci-N, linkages in 2-azetidinones. All the compounds have shown comparable antibacterial activities.

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of (het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Br?nsted acid.

Substituent cross-interaction effects on the electronic character of the C=N bridging group in substituted benzylidene anilines - Models for molecular cores of mesogenic compounds. A 13C NMR study and comparison with theoretical results

13C NMR chemical shifts δc(C=N) were measured in CDCl 3 for a wide set of mesogenic molecule model compounds, viz. the substituted benzylidene anilines P-X-C6H4CH=NC 6H4-p-Y (X = NO2, CN, CF3, F, Cl, H, Me, MeO, or NMe2; Y = NO2, CN, F, Cl, H, Me, MeO, or NMe2). The substituent dependence of δc(C=N) was used as a tool to study electronic substituent effects on the azomethine unit. The benzylidene substituents X have a reverse effect on δc(C=N): electron-withdrawing substituents cause shielding, while electron-donating ones behave oppositely, the inductive effects clearly predominating over the resonance effects. In contrast, the aniline substituents Y exert normal effects: electron-withdrawing substituents cause deshielding, while electron-donating ones cause shielding of the C=N carbon, the strengths of the inductive and resonance effects being closely similar. Additionally, the presence of a specific cross-interaction between X and Y could be verified. The electronic effects of the neighboring aromatic ring substituents systematically modify the sensitivity of the C=N group to the electronic effects of the benzylidene or aniline ring substituents. Electron-withdrawing substituents on the aniline ring decrease the sensitivity of δc(C=N) to the substitution on the benzylidine ring, while electron-donating substituents have the opposite effect. In contrast, electron-withdrawing substituents on the benzylidene ring increase the sensitivity of δc(C=N) to the substituent on the aniline ring, while electron-donating substituents act in the opposite way. These results can be rationalized in terms of the substituent-sensitive balance of the electron delocalization (mesomeric effects). The present NMR characteristics are discussed as regards the computational literature data. Valuable information has been obtained on the effects of the substituents on the molecular core of the mesogenic model compounds.

Synthesis of aminophosphonates with a primary amino group

Mono- and dinitro-substituted aromatic Shiff bases were reacted with diisopropyl hydrogen phosphite in the presence of the boron trifluoride-ether complex to obtain the corresponding α-aminophosphonates. Reduction of the nitro groups in the resulting phos

SEMICONDUCTIVITY OF ORGANIC SUBSTANCES-15

Part 15 treats compounds related to stilbene. Dark conductivity in diphenylbutadiene and four analogs of stilbene has been examined. The compounds were chosen to reveal the possible effects of a donor and an acceptor group attached to opposite ends of the