167864-23-5

Basic information

• Product Name: 4,N-dibutyl-aniline
• Synonyms: 4,N-dibutyl-aniline
• CAS NO: 167864-23-5
• Molecular Weight: 205.343
• Mol File: 167864-23-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4,N-dibutyl-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,N-dibutyl-aniline(167864-23-5)
• EPA Substance Registry System: 4,N-dibutyl-aniline(167864-23-5)

Safety Data

• Hazardous Substances Data: 167864-23-5(Hazardous Substances Data)

Upstream product

• 104-13-2 4-Butylaniline 
• 102-82-9 tributyl-amine 
• 1126-78-9 N-(n-butyl)aniline 
• 20651-67-6 4-butyliodobenzene 
• 109-73-9 N-butylamine 
• 41492-05-1 p-bromobutylbenzene 
• 62-53-3 aniline 
• 71-36-3 butan-1-ol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 

Downstream Products

• 55245-26-6 C₁₅H₂₂ClNO 

Relevant articles and documents

Sterically hindered chelating alkyl phosphines provide large rate accelerations in palladium-catalyzed amination of aryl iodides, bromides, and chlorides, and the first amination of aryl tosylates [12]

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Systematic variation of bidentate ligands used in aryl halide amination. Unexpected effects of steric, electronic, and geometric perturbations

This paper presents effects of varying bidentate phosphine steric properties, electronic properties, and bite angle on product ratios in the amination of aryl bromides. Comparison of the ratios of amine products to dehydrohalogenation products showed that catalysts containing electron rich, modestly hindered phosphines with small bite angles (~-90°) gave the best selectivities. Surprisingly, the arene side product formed from reaction of alkylamines deuterated in the N-H position or deuterated in the position α to the nitrogen showed low levels of deuterium incorporation in many examples. Steric properties and ligand bite angle had the greatest impact on the selectivity for monoarylation versus diarylation of primary amines; ligands with small bite angles gave higher monoarylation-to-diarylation ratios, as did ligands with increased steric bulk. Electron poor or sterically hindered bidentate phosphines reduced the amount of product resulting from aryl exchange of electron rich palladium-bound arenes with those of aryl groups on the phosphine ligands.