2211-64-5

Basic information

• Product Name: N-CYCLOHEXYLHYDROXYLAMINE
• Synonyms: n-cyclohexyl-hydroxylamin;cyclohexylhydroxylamine;N-CYCLOHEXYHYDROXYLAMINE;Hydroxyaminocyclohexane;N-Hydroxycyclohexylamine;N-Hydroxycyclohexanamine
• CAS NO: 2211-64-5
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17352
• EINECS: 218-650-0
• Product Categories: Hydroxylamines;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2211-64-5.mol
• Article Data: 24

Chemical Properties

• Melting Point: 139-140 °C(lit.)
• Boiling Point: 215.49°C (rough estimate)
• Flash Point: 97.9°C
• Appearance: /
• Density: 0.9837 (rough estimate)
• Vapor Pressure: 0.0578mmHg at 25°C
• Refractive Index: 1.4690 (estimate)
• Storage Temp.: ?20°C
• CAS DataBase Reference: N-CYCLOHEXYLHYDROXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-CYCLOHEXYLHYDROXYLAMINE(2211-64-5)
• EPA Substance Registry System: N-CYCLOHEXYLHYDROXYLAMINE(2211-64-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 2
• RTECS: NC3410400
• Hazardous Substances Data: 2211-64-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2211-64-5 differently. You can refer to the following data:
1. N-Cyclohexylhydroxylamine is a reactant for:Aldehyde-catalyzed intermolecular hydroamination1? ;Condensation reactions2? ;Preparation of cyclin-dependent kinase inhibitors selective for multiple cyclin-dependent kinases for potential use as antitumor agents3? ;Preparation of hydroxyurea derivatives as small molecule bradykinin B1 receptor antagonists.
2. Reactant for:Aldehyde-catalyzed intermolecular hydroaminationCondensation reactionsPreparation of cyclin-dependent kinase inhibitors selective for multiple cyclin-dependent kinases for potential use as antitumor agentsPreparation of hydroxyurea derivatives as small molecule bradykinin B1 receptor antagonists

General Description

N-Cyclohexylhydroxylamine is formed as one of the by-products during the hydrogenation of nitrocyclohexane to the corresponding cyclohexanone oxime catalyzed by palladium/carbon nanotubes.

InChI:InChI=1/C6H13NO/c8-7-6-4-2-1-3-5-6/h6-8H,1-5H2

Upstream product

• 2562-37-0 1-nitrocyclohexene 
• 64-17-5 ethanol 
• 873-92-7 1-chloro-1-nitrocyclohexane 
• 1485-75-2 N-cyclohexyl-O-benzoylhydroxylamine 
• 1122-60-7 1-nitrocyclohexane 
• 499979-45-2 (cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol 
• 499979-41-8 (cyclohexyl-hydroxy-amino)-furan-2-yl-methanol 
• 100-64-1 cyclohexanone-oxime 
• 108-95-2 phenol 
• 108-91-8 cyclohexylamine 
• 108-94-1 cyclohexanone 

Downstream Products

• 5857-81-8 N-<2,2-Dimethyl-propyliden>-cyclohexylamin-N-oxid 
• 22990-96-1 N-cyclohexyl-N-nitroso-hydroxylamin; ammonium salt 
• 499979-45-2 (cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol 
• 26225-33-2 cyclohexyl-(5-nitro-furan-2-ylmethylene)-amine oxide 
• 499979-41-8 (cyclohexyl-hydroxy-amino)-furan-2-yl-methanol 

Relevant articles and documents

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Phyllosilicate-derived Nickel-cobalt Bimetallic Nanoparticles for the Catalytic Hydrogenation of Imines, Oximes and N-heteroarenes

The development of cost-effective, noble metal-free catalytic systems for the hydrogenation of unsaturated aliphatic, aromatic, and heterocyclic compounds is fundamental for future valorization of general feedstock. With this aim, we report here the preparation of highly dispersed bimetallic Ni/Co nanoparticles (NPs), by a one-pot deposition-precipitation of Ni and Co phases onto mesoporous SBA-15 silica. By adjusting the chemical composition in the starting mixture, three supported catalysts with different Ni to Co weight ratios were obtained, which were further subjected to treatments under reducing conditions at high temperatures. Characterization of the resulting solids evidenced a homogenous distribution of Ni and Co elements forming the NPs, the best results being obtained for Ni/Co-2 : 2 samples, for which 50 wt.percent Ni–50 wt.percent Co NPs are found located on the surface of the residual phyllosilicate. Ni/Co-2 : 2, presenting the best performances for the hydrogenation of 2-methyl-quinoline, was further evaluated in the catalytic hydrogenation of selected imines, oximes and N-heteroarenes. Due to the high dispersion of bimetallic Ni?Co NPs, excellent properties (activity and selectivity) in the conversion of the selected substrates are reported.

Synthesis, Characterization, and Catalytic Activities of Palladium Complexes with Phenylene-Bridged Bis(thione) Ligands

The neutral phenylene-bridged bis(thione) compounds, 1,3-bis(3′-ethylimidazolyl-2′-thione)benzene (Betb), 1,3-bis(3′-butylimidazolyl-2′-thione)benzene (Bbtb), and 1,3-bis(3′-allylimidazolyl-2′-thione)benzene (Batb), have been synthesized and characterized. Reactions of palladium precursor PdCl2(CH3CN)2 with phenylene-bridged bis(thione) ligands in 1:2 ratio resulted in the formation of the complexes: PdCl2(L)2 (L = Betb, 3a; L = Bbtb, 3b; L = Batb, 3c, respectively). In contrast, treatment of the ligands with PdCl2(CH3CN)2 in 1:1 ratio gave cyclometalation palladium complexes Pd2+Cl(L-) (L = Betb-H, 4a; L = Bbtb-H, 4b; L = Batb-H, 4c) through the metal-induced C-H activation. Complexes 4a-c can also be obtained by the reaction of bis(thione) ligands and PdCl2 in 1:1 ratio. The reaction of 3a-c with additional PdCl2(CH3CN)2 also afforded complexes 4a-c. All ligands and palladium complexes were fully characterized by one-/two-dimensional NMR spectra, mass spectrometry, and infrared spectrometry. And the molecular structures of 3a-c, 4a, and 4c have been determined by the single-crystal X-ray diffraction method. Furthermore, the detailed spectroscopic properties and catalytic activities of the complexes for the reduction of nitro compounds were discussed in terms of the modification of the coordination ligands to the center metal.