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Usage

Uses

Used in Rubber Industry:
N-octyl-N-phenylaniline is used as an antioxidant and stabilizer for enhancing the durability and performance of rubber products. It inhibits the oxidation process, thereby extending the shelf life and improving the overall quality of rubber materials.
Used in Plastic Industry:
In the realm of plastics, N-octyl-N-phenylaniline serves a similar purpose, acting as an essential stabilizer to prevent degradation and maintain the integrity and functionality of plastic materials over time.
Used in Lubricant Production:
N-octyl-N-phenylaniline is utilized as an additive in the production of lubricants, where it contributes to the stability and longevity of these substances, ensuring their effectiveness in reducing friction and wear.
Used as a UV Stabilizer in Polymers:
N-octyl-N-phenylaniline also functions as a UV stabilizer in polymers, protecting them from the damaging effects of ultraviolet radiation, which can cause discoloration, degradation, and loss of mechanical properties.
Used in Fuel Production:
N-octyl-N-phenylaniline is incorporated as an additive in the production of gasoline and other fuels, where it helps to maintain the stability and quality of the fuel, preventing oxidation and ensuring optimal performance.
Used in Dye and Pigment Formulation:
Furthermore, N-octyl-N-phenylaniline is employed in the formulation of certain dyes and pigments, where it contributes to the stability and colorfastness of these products, ensuring their vibrancy and resistance to fading over time.
Overall, N-octyl-N-phenylaniline plays a crucial role across various industries, enhancing the preservation, performance, and quality of a wide array of materials and products.

InChI:InChI=1/C20H27N/c1-2-3-4-5-6-13-18-21(19-14-9-7-10-15-19)20-16-11-8-12-17-20/h7-12,14-17H,2-6,13,18H2,1H3

Upstream product

• 111-86-4 n-Octylamine 
• 108-90-7 chlorobenzene 
• 111-83-1 1-bromo-octane 
• 122-39-4 diphenylamine 
• 100-68-5 methyl-phenyl-thioether 
• 5856-89-3 lithium diphenylamide 

Relevant academic research and scientific papers

Diaza-analogs of benzopyrene and perylene containing thienyl and 4-(phenylamino)phenyl groups: Synthesis, characterization, optical and electrochemical properties

Series of 1,8-diazabenzopyrenes and 1,7-diazaperylenes with thienyl or 4-(phenylamino)phenyl groups were designed and synthesized by a one-pot process from the functionalized terminal alkynes and either 1,4- or 1,5-diiodoanthraquinones in order to investigate the effect of extending π-conjugation at the 2,7- and 2,8-positions on the optical and electrochemical properties. The substances synthesized were characterized by X-ray analysis, cyclic voltammetry, UV–vis and luminescence spectroscopy. Energies and spin-densities of frontier molecular orbitals were calculated by DFT. Practically planar crystal structures of 1,8-diazabenzopyrene and 1,7-diazaperylene with thienyl groups were confirmed by X-ray diffraction data. Solid-state luminescence was obtained for the synthesized substances in drop-casted films and in 1,4-dioxane/water mixtures.

Palladium-catalyzed amination of aryl sulfides with aliphatic amines

Conditions for the palladium-NHC-catalyzed amination of aryl sulfides with aliphatic as well as aromatic amines were established. The KHMDS-mediated amination of heteroaryl sulfides could proceed without palladium. Based on the distinct difference in reactivity of C-Br and C-S bonds, a sequential amination of bromothioanisole can take place to install two different alkylamino groups onto the aromatic ring in one pot. A palladium-NHC precatalyst shows high efficiency for C-S bond cleavage for the amination of aryl sulfides with aliphatic amines or aromatic amines.

N-heterocyclic carbene-palladium(II)-4,5-dihydrooxazole complexes: Synthesis and catalytic activity toward amination of aryl chlorides

A series of novel N-heterocyclic carbene-palladium(II)-4,5-dihydrooxazole (NHC-PdII-Ox) complexes 3 were successfully synthesized from commercially available imidazolium salts 1, PdCl2, and 4,5-dihydrooxazoles 2 in a one-step process, and these complexes showed efficient catalytic activity toward the amination of aryl chlorides. Both secondary and primary amines were tolerated under the same reaction conditions. Under the optimal reaction conditions, the expected coupling products were obtained in moderate to high yields.

Probing the utility of palladium complexes supported by morpholine-functionalized N -heterocyclic carbene ligands in Buchwald-Hartwig amination

Convenient and high-yielding syntheses of two new morpholine-substituted N-heterocyclic carbene ligands, 1-Ar-3-{2-(4-morpholinyl)phenyl}imidazolidin-2- ylidene (Ar = Dipp, Mes), are described. An investigation of corresponding palladium complexes reveals hemilability, and examples of both monodentate and bidentate coordination are observed. A preliminary investigation of the activity of these palladium complexes for Buchwald-Hartwig amination catalysis is presented.

Well-defined NHC-Pd(II)-Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides

We report herein a well-defined NHC-Pd(II)-Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides. Under the optimal reaction conditions, a variety of primary amines can be coupled with aryl chlorides to give the amination products in good to high yields within 4 h. It is worthy of noting here that the NHC-Pd(II)-Im complex showed especially high catalytic activity toward challenging sterically hindered substrates including both of aryl amines and aryl chlorides. In addition, alkyl amines were also proved to be suitable reaction partners to give the corresponding amination products in good to high yields.

Structrure and Reactivity of Lithium Amides. Role of Aggregates, Mixed Aggregates, Monomers, and Free Ions on the Rates and Selectivities of N-Alkylation and E2 Elimination

Rate studies of the N-alkylation of lithium diphenylamide with n-butyl bromide in THF/hydrocarbon mixtures (THF=tetrahydrofuran) are described.Dramatic induction periods observed for the N-alkylation at low THF concentrations are described to the intervention of reactive mixed dimers of lithium diphenylamide and lithium bromide.In the presence of 1.0 equiv. of added lithium bromide, the alkylation rate exhibits a first-order dependence on both the mixed aggregate and n-butyl bromide concentration, indicating the contribution of an additional, highly solvent dependentalkylation pathway.This latter pathway exhibits fractional-order dependence on the amide concentration, approximate first order dependence on the n-butyl bromide concentration, and a seventh-order dependence on the THF concentration.Common ion rate inhibitions by lithium perchlorate and lithium tetraphenylborate, a significant dependence on dielectric effects, and the observed reaction orders implicate a mechanism involving predissociation of free lithium ions.The appearence of competitive eliminations of n-alkyl bromides to form 1-alkenes coincides with the appearence of the free ion alkylation pathway.

Chromogenic fluoran derivatives and the preparation and use thereof

Certain 3-substituted amino-7-substituted fluoran derivatives useful as color recording materials.