13369-17-0

Usage

Uses

Used in Chemical Synthesis:
N,N-Bis(2-methylpropyl)benzenamine is used as a reagent in the chemical synthesis of various organic compounds. Its ability to form adducts with borane makes it a valuable intermediate in the hydroboration and reduction of carbonyl-bearing functionalities and nitriles. This application is particularly useful in the pharmaceutical and fine chemicals industries, where the compound can be employed to synthesize complex molecules with specific biological activities.
Used in Fuel Additives:
In the petrochemical industry, N,N-Bis(2-methylpropyl)benzenamine is used as a component in the formulation of fuel additives. Its presence can enhance the combustion efficiency and reduce the emission of harmful pollutants, contributing to a cleaner and more sustainable energy sector.
Used in Lubricant Additives:
The compound is also utilized as an additive in the lubricant industry, where it can improve the performance and longevity of lubricating oils. Its ability to form stable adducts with borane enhances the lubricating properties of the oil, reducing wear and tear on mechanical components and extending their service life.
Used in Polymer Production:
N,N-Bis(2-methylpropyl)benzenamine is employed in the production of certain types of polymers, where it can act as a chain transfer agent or a monomer in the polymerization process. This application is particularly relevant in the plastics and coatings industries, where the compound can be used to create materials with specific mechanical, thermal, and chemical properties.
Used in Flavor and Fragrance Industry:
Due to its unique aromatic properties, N,N-Bis(2-methylpropyl)benzenamine is used as a component in the flavor and fragrance industry. It can be used to create complex and pleasant scents for various consumer products, such as perfumes, cosmetics, and household products.

Upstream product

• 78-77-3 Isobutyl bromide 
• 62-53-3 aniline 
• 920-39-8 isopropylmagnesium bromide 
• 127395-14-6 Bis-benzotriazol-1-ylmethyl-phenyl-amine 
• 98-95-3 nitrobenzene 
• 78-84-2 isobutyraldehyde 
• 110-96-3 diisobutylamine 
• 108-86-1 bromobenzene 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 858417-41-1 N,N-diisobutyl-p-phenylenediamine 

Relevant academic research and scientific papers

Monocarboxylate transporter 1 inhibitors as potential anticancer agents

Potent monocarboxylate transporter 1 inhibitors (MCT1) have been developed based on α-cyano-4-hydroxycinnamic acid template. Structure-activity relationship studies demonstrate that the introduction of p-N, N-dialkyl/diaryl, and o-methoxy groups into cyanocinnamic acid has maximal MCT1 inhibitory activity. Systemic toxicity studies in healthy ICR mice with few potent MCT1 inhibitors indicate normal body weight gains in treated animals. In vivo tumor growth inhibition studies in colorectal adenocarcinoma (WiDr cell line) in nude mice xenograft models establish that compound 27 exhibits single agent activity in inhibiting the tumor growth.

Porous chitosan microspheres supported-palladium catalyst for the C-N cross-coupling of aryl halides with secondary amines

Porous chitosan microspheres-supported palladium catalysed the amination of aryl halides with a wide variety of secondary amines to yield the corresponding cross-coupling products under aerobic conditions. Both aryl bromides and iodides gave good to excellent yields of N,N-disubstituted anilines. The procedure can tolerate common functional groups such as chloro, methoxyl and nitro. The heterogeneous catalysis is efficienct and the catalyst could be recycled seven times without obvious decreased conversion.

Ruthenium-catalyzed reductive amination of allylic alcohols

Straighforward access to various saturated amines from allylic alcohols and isostructural mixture can now be achieved in the presence of arene ruthenium catalyst featuring phosphinesulfonate ligand and a hydrogen donor.

A versatile method for the N,N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

Grignard reactions of N,N-bis(benzotriazolylmethyl)arylamines afford the corresponding N,N-dialkylarylamines in high yields.Electron-releasing substituents on the aryl ring facilitate the reaction.Arylamines are N,N-dialkylated with two different alkyl groups by a stepwise procedure: N-benzotriazolylmethylation of an amine followed by a Grignard reaction to introduce the first alkyl group, and repetition of the same procedure to introduce the second alkyl group.Grignard reagents derived from 1,4-dihalobutane, upon reaction with N,N-bis(benzotriazolylmethyl)arylamines, give the corresponding N-aryl-hexahydroazepines together with acyclic products.

SYNTHESIS OF ALIPHATIC-AROMATIC AMINES IN THE PRESENCE OF THE COMPLEXES OF PALLADIUM IONS WITH POLYTRIMETHYLOLMELAMINE

The complexes of palladium ions with polytrimethylolmelamine effectively catalyze the hydrogenation amination of aldehydes with nitrobenzene under mild conditions (1 atm of hydrogen, 18-50 deg C).The intermediate products in the amination of aldehydes with nitro-, azo-, and azoxybenzene are phenylhydroxylamine, aniline, and the corresponding azomethine.

Diphenylamino and indolyl substituted pyromellitides

This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.

The Transition Metal-catalyzed N-Alkylation and N-heterocyclization. A Reductive Transformation of Nitroarenes into (Dialkylamino)arenes and 2,3-Dialkyl-substituted Quinolines Using Aliphatic Aldehydes under Carbon Monoxide

The catalytic N-alkylation and N-heterocyclization of nitroarenes occur at 180 deg C under a carbon monoxide pressure of 70 atm and in the presence of aldehyde and such transitionmetal complexes as rhodium and palladium complexes, thus giving 2,3-dialkyl-substituted quinolines and (dialkylamino)arenes in good yields.The product selectivity depends greatly on the catalysts: a binary catalyst, RhCl(PPh3)3 and PdCl2, is effective for the N-heterocyclization, while is effective for the N-alkylation.

Indolyl phthalide compounds

3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.

Phthalide compounds, processes and marking systems

3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.

Heteroarylphthalides

3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)-phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.