98236-17-0

Basic information

• Product Name: [1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethyl-
• CAS NO: 98236-17-0
• Molecular Formula: C18H23N
• Molecular Weight: 253.387
• Mol File: 98236-17-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethyl-(98236-17-0)
• EPA Substance Registry System: [1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethyl-(98236-17-0)

Safety Data

• Hazardous Substances Data: 98236-17-0(Hazardous Substances Data)

Usage

Description

[1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethyl-, also known as N-t-butyl-4-[(4-methylphenyl)amino]biphenyl-4-amine, is a chemical compound with the molecular formula C20H25N. It features an amine with a biphenyl group and a t-butyl group attached to the amine nitrogen. [1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethylis known for its stability and reduced reactivity due to the presence of the t-butyl group.

Uses

Used in Pharmaceutical Industry:
[1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethylis used as a building block for the synthesis of various pharmaceuticals. Its unique structure and stability make it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
[1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethylis also utilized in the production of agrochemicals, where its chemical properties contribute to the effectiveness of these products.
Used in Dye and Pigment Manufacturing:
[1,1'-Biphenyl]-4-amine, 4'-(1,1-dimethylethyl)-N,N-dimethylserves as a chemical intermediate in the manufacturing of dyes and pigments, playing a crucial role in the creation of a wide range of colors and shades.
Used in Organic Compound Synthesis:
Furthermore, this compound is employed as a building block in the synthesis of other organic compounds, showcasing its versatility in the field of chemistry.

Upstream product

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Relevant articles and documents

Oxidative Addition of Aryl Halides to Transient Anionic ?-Aryl-Palladium(0) Intermediates - Application to Palladium-Catalyzed Reductive Coupling of Aryl Halides

The rates and mechanism of the reactions of a series of aryl-ligated, anionic palladium(0) complexes Ar-Pd0-(PPh3)2- with para-substituted iodobenzenes were investigated by means of transient electrochemistry.The reaction was found to be first order in each reactant and to proceed similary to oxidative addition of aryl halides to the halide-ligated species X-Pd0(PPh3)2-, although much faster and less sensitive to electronic factors.Owing to the short lifetime (t1/2 ca. 1-5 ms) of the product of this reaction, it could not be characterized in datail.However, based on kinetic results, this transient species is thought to be an anionic pentacoordinated bisarylpalladium(II) complex, which undergoes rapid loss of halide ligand to yield, most probably, a bisarylpalladium(II) neutral species.Based on the study of this reaction and on previously reported results, we propose a mechanism for the palladium-catalyzed homocoupling of aryl halides consisting of a catalytic cycle initiated by oxidative addition of an aryl halide to a zerovalent tris-ligated palladium center.Two-electron reduction of the pentacoordinated arylpalldium(II) anionic species thus formed gives a tris-ligated anionic arylpalladium(0) center, which undergoes oxidative addition with a second aryl halide molecule to eventually lead to a bisarylpalldium(II) neutral species.Reductive elimination of a bisaryl molecule from this center closes the catalytic cycle by regenerating the initial zerovalent palldium complex.The application of this sequence to the catalytic heterocoupling of aryl halides is discussed, and it is concluded, on the basis of Hammett correlations, that statistical yields should be observed, in agreement with the results obtained for preparative reactions in DMF. - Keywords: catalysis; C-C coupling; mechanistic studies; oxidative addition; palladium complexes