81100-29-0

Basic information

• Product Name: Benzenamine, 4-bromo-N-butyl-
• CAS NO: 81100-29-0
• Molecular Formula: C10H14BrN
• Molecular Weight: 228.132
• Mol File: 81100-29-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-bromo-N-butyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-bromo-N-butyl-(81100-29-0)
• EPA Substance Registry System: Benzenamine, 4-bromo-N-butyl-(81100-29-0)

Safety Data

• Hazardous Substances Data: 81100-29-0(Hazardous Substances Data)

Upstream product

• 109-65-9 1-bromo-butane 
• 2617-78-9 N-(4-bromophenyl)formamide 
• 109-72-8 n-butyllithium 
• 132555-19-2 (Z)-(tert-butylsulfanyl)(4-bromophenyl)diazene 
• 106-40-1 4-bromo-aniline 
• 615-36-1 2-bromoaniline 
• 15676-66-1 tri-n-butylindium 
• 589-87-7 1,4-bromoiodobenzene 
• 109-73-9 N-butylamine 

Downstream Products

• 936747-27-2 benzyl(4-bromophenyl)butylamine 
• 936747-29-4 allyl(4-bromophenyl)butylamine 
• 936747-28-3 (4-bromophenyl)butyl(4-nitrobenzyl)amine 

Relevant articles and documents

Unexpected Rearrangement of 2-Bromoaniline under Biphasic Alkylation Conditions

Alkylation of 2-bromoaniline with benzyl bromide under ostensibly basic N-alkylation conditions resulted in migration of bromine from the 2- to the 4-aryl position. Herein we report our studies to elucidate the mechanism of this rearrangement with the objective of suppressing this unexpected outcome. We find that careful choice of reagents is critical, and that this behavior may be extrapolated to alkylation reactions of electron-rich bromo- and iodoanilines in general.

Room-Temperature Practical Copper-Catalyzed Amination of Aryl Iodides

An efficient and highly practical procedure is reported for the Ullmann-Goldberg-type copper-catalyzed amination of aryl iodides. By using a combination of copper iodide and proline in the presence of an excess of an amine, a wide range of aryl iodides can be readily aminated at room temperature. The reaction proceeds well regardless of the electronic properties of the starting aryl iodide and the amination products can be obtained without the need for purification by column chromatography in most cases. Owing to its efficiency and the mildness of the reaction conditions, this amination could also be extended to the amination of complex aryl iodides at room temperature.

A mild inter- and intramolecular amination of aryl halides with a combination of CuI and CsOAc

A unique combination of CuI and CsOAc was found to catalyze aryl amination under mild conditions. The reaction takes place at room temperature or at 90 °C with broad functional group compatibility. The intramolecular reaction was able to form five-, six-, and seven-membered rings with various protecting groups on the nitrogen atom. The scope of the intermolecular amination, as well as its applications to unsymmetrical N,N′-dialkylated phenylenediamines, was investigated.