71687-81-5

Basic information

• Product Name: N-benzyl-2-bromoaniline
• Synonyms: N-benzyl-2-bromoaniline;Benzenemethanamine, N-(2-bromophenyl)-
• CAS NO: 71687-81-5
• Molecular Formula: C₁₃H₁₂BrN
• Molecular Weight: 262.14508
• Mol File: 71687-81-5.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 352.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.411±0.06 g/cm3(Predicted)
• PKA: 2.12±0.10(Predicted)
• CAS DataBase Reference: N-benzyl-2-bromoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2-bromoaniline(71687-81-5)
• EPA Substance Registry System: N-benzyl-2-bromoaniline(71687-81-5)

Safety Data

• Hazardous Substances Data: 71687-81-5(Hazardous Substances Data)

Usage

General Description

N-benzyl-2-bromoaniline is a chemical compound that consists of a benzyl group and a bromoaniline group. It is commonly used in the synthesis of pharmaceuticals and organic compounds. N-benzyl-2-bromoaniline is known for its reactivity and is often used as a reagent in organic chemistry reactions. N-benzyl-2-bromoaniline is often utilized as an intermediate in the production of various products including dyes, pigments, and pharmaceuticals due to its versatile chemical properties. It is essential to handle this compound with caution as it is considered to be a hazardous material and can pose potential health risks if not handled properly.

Upstream product

• 25261-48-7 N-(o-bromophenyl)-o-bromobenzylamine 
• 100-39-0 benzyl bromide 
• 615-36-1 2-bromoaniline 
• 100-44-7 benzyl chloride 
• 100-46-9 benzylamine 
• 583-53-9 2,3-dibromobenzene 
• 15110-95-9 N-benzylidene-2-bromobenzenamine 
• 100-52-7 benzaldehyde 
• 390432-47-0 4-[N-benzyl-N-(2-bromophenyl)amino]-2-butanone 
• 501-53-1 benzyl chloroformate 
• 617-86-7 triethylsilane 
• 577-19-5 2-nitrophenyl bromide 
• 100-51-6 benzyl alcohol 
• 622-30-0 N-benzyl hydroxylalmine 

Downstream Products

• 293744-31-7 tert-butyl 4-{[(benzyl)(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate 
• 206996-16-9 N-Benzyl-2-bromo-N-(2-bromoallyl)aniline 
• 909297-33-2 (E)-2-(((2-styrylphenyl)amino)methyl)phenol 
• 909726-02-9 benzyl[2-(propen-1-yl)phenyl]amine 
• 52604-15-6 1-benzyl-2-phenyl-1H-indole 
• 1075193-06-4 N-benzyl-2-bromo-N-methylaniline 
• 210536-20-2 N-benzyl-2-vinylbenzylamine 
• 13556-72-4 N₁-benzyl-N₂-phenylbenzene-1,2-diamine 
• 615-36-1 2-bromoaniline 
• 133931-11-0 N-allyl-N-benzyl-2-bromoaniline 
• 229-87-8 phenanthridine 
• 758640-21-0 N-Benzylaniline 
• 776-35-2 9,10-dihydrophenanthrene 
• 50844-93-4 5,6,5',6'-tetrahydro-[6,6']biphenanthridinyl 

Relevant articles and documents

Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols

A series of air-stable N-heterocyclic carbene (NHC) Ir(III) complexes (Ir1-6), bearing various combinations of chlorine, pyridine and NHC ligands, were assayed for the N-alkylation of amines with alcohols. It was found that Ir3, with two monodentate 1,3-bis-methyl-imidazolylidene (IMe) ligands, emerged as the most active complex. A large variety of amines and primary alcohols were efficiently converted into mono-N-alkylated amines in 53–96% yields. As a special highlight, for the challenging MeOH, selective N-monomethylation could be achieved using KOH as a base under an air atmosphere. Moreover, this catalytic system was successfully applied to the gram-scale synthesis of some valuable compounds.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.

Alcohol Amination Catalyzed by Copper Powder as a Self-Supported Catalyst

Catalytic alcohol amination is a sustainable reaction for N-alkyl amine synthesis. Homogeneous and supported copper catalysts have long been studied for this reaction and have given some impressive results. In this study, copper powder is found to behave as an active catalyst for alcohol amination, giving better catalytic performance than metal-oxide-supported nanocopper catalysts. Catalyst characterization suggests that the copper powder can be considered as a self-supported nanocopper catalyst (i.e., nanocopper supported on copper particles). These results might promote the study of unsupported transition metal powders in sustainable catalytic reactions.