54837-90-0

Basic information

• Product Name: Benzenamine, 4-methyl-N-propyl-
• Synonyms: N-Propyl-p-toluidin;N-(4-methylphenyl)n-propylamine;Benzenamine,4-methyl-N-propyl;Benzenamine, 4-methyl-N-propyl-;N-n-propyl-4-methylbenzenamine;N-propyl-p-tolylamine;N-propyl-4-methylaniline;N-propyl-p-toluidine
• CAS NO: 54837-90-0
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Mol File: 54837-90-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 1.08°C (estimate)
• Boiling Point: 238.5°C
• Density: 0.9243
• Refractive Index: 1.5367
• CAS DataBase Reference: Benzenamine, 4-methyl-N-propyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-methyl-N-propyl-(54837-90-0)
• EPA Substance Registry System: Benzenamine, 4-methyl-N-propyl-(54837-90-0)

Safety Data

• Hazardous Substances Data: 54837-90-0(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 123-38-6 propionaldehyde 
• 74-85-1 ethene 
• 623-08-5 N-methyl-p-toluidine 
• 107-10-8 propylamine 
• 504-63-2 trimethyleneglycol 
• 5720-05-8 4-methylphenylboronic acid 
• 3739-64-8 allyl n-butyl ether 
• 102-69-2 tri-n-propylamine 
• 624-31-7 4-tolyl iodide 
• 2272-45-9 benzal-p-toluidine 
• 106-38-7 para-bromotoluene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 107-12-0 propiononitrile 

Downstream Products

• 1304501-71-0 1,2-dipropyl-1,2-dip-tolylhydrazine 
• 64062-60-8 3-(2-Methoxy-aethoxycarbonyl-amino)-phenyl-4-methyl-N-propylcarbanilat 
• 55239-82-2 C₁₁H₁₄ClNO 

Relevant articles and documents

Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis

A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.

Use of a Droplet Platform to Optimize Pd-Catalyzed C-N Coupling Reactions Promoted by Organic Bases

Recent advances in Pd-catalyzed carbon-nitrogen cross-coupling have enabled the use of soluble organic bases instead of insoluble or strong inorganic bases that are traditionally employed. The single-phase nature of these reaction conditions facilitates their implementation in continuous flow systems, high-throughput optimization platforms, and large-scale applications. In this work, we utilized an automated microfluidic optimization platform to determine optimal reaction conditions for the couplings of an aryl triflate with four types of commonly employed amine nucleophiles: anilines, amides, primary aliphatic amines, and secondary aliphatic amines. By analyzing trends in catalyst reactivity across different reaction temperatures, base strengths, and base concentrations, we have developed a set of general recommendations for Pd-catalyzed cross-coupling reactions involving organic bases. The optimization algorithm determined that the catalyst supported by the dialkyltriarylmonophosphine ligand AlPhos was the most active in the coupling of each amine nucleophile. Furthermore, our automated optimization revealed that the phosphazene base BTTP can be used to facilitate the coupling of secondary alkylamines and aryl triflates.

Heterogeneous borrowing hydrogen reactions with Pd/C and ZnO: Diol scope

A borrowing hydrogen reaction with different diols was employed for the preparation of complex beta- gamma- or epsilon-amino alcohols from p-toluidine and tetrahydroquinoline with the aim of better understanding the applicability of the Pd/C ZnO heterogeneous catalyst.