26863-63-8

Basic information

• Product Name: N-cyclohexylnaphthalen-1-amine
• Synonyms: N-cyclohexylnaphthalen-1-amine;N-Cyclohexyl-1-naphthalenamine
• CAS NO: 26863-63-8
• Molecular Formula: C₁₆H₁₉N
• Molecular Weight: 225.32876
• Mol File: 26863-63-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 76-78 °C
• Boiling Point: 195-200 °C(Press: 2 Torr)
• Appearance: /
• Density: 1.096±0.06 g/cm3(Predicted)
• PKA: 5.46±0.20(Predicted)
• CAS DataBase Reference: N-cyclohexylnaphthalen-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyclohexylnaphthalen-1-amine(26863-63-8)
• EPA Substance Registry System: N-cyclohexylnaphthalen-1-amine(26863-63-8)

Safety Data

• Hazardous Substances Data: 26863-63-8(Hazardous Substances Data)

Upstream product

• 134-32-7 1-amino-naphthalene 
• 108-93-0 cyclohexanol 
• 108-91-8 cyclohexylamine 
• 86-53-3 1-Cyanonaphthalene 
• 86-57-7 1-Nitronaphthalene 
• 108-95-2 phenol 
• 6921-40-0 1-azidonaphthalene 
• 145412-54-0 dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane 
• 13922-41-3 1-Naphthylboronic acid 
• 108-94-1 cyclohexanone 
• 90-11-9 1-Bromonaphthalene 
• 108-85-0 1-bromocyclohexane 

Relevant articles and documents

Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction

The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.

Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines

The C-N bond formation is one of the fundamental reactions in organic chemistry, because of the widespread presence of amine moieties in pharmaceuticals and biologically active compounds. Palladium-catalyzed C-N coupling of haloarenes represents one of the most efficient approaches to aromatic amines. Nitroarenes are ideal alternative electrophilic coupling partners, since they are inexpensive and readily available. The denitration and cross-coupling using nitroarenes as the electrophilic partners is challenging, because of the low reactivity of the Ar-NO2 bond toward oxidative addition. We report here the C-N coupling of nitroarenes and amines using palladium/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily available from commercial chemicals. The reaction shows broad substrate scope and functional group tolerance. The method is applicable to both aromatic and aliphatic amines, and many secondary and tertiary aromatic amines bearing various functional groups were obtained in high yields.

Room-temperature Cu-catalyzed: N -arylation of aliphatic amines in neat water

A room-temperature and PTC-free copper-catalyzed N-arylation of aliphatic amines in neat water has been developed. Using a combination of CuI and 6,7-dihydroquinolin-8(5H)-one oxime as the catalyst and KOH as the base, a wide range of aliphatic amines are arylated with various aryl and heteroaryl halides to give the corresponding products in up to 95% yield.