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

Description

N-Cyclohexylhydroxylamine is an organic compound that is formed as a by-product during the hydrogenation of nitrocyclohexane to cyclohexanone oxime, catalyzed by palladium/carbon nanotubes. It is a versatile reactant in various chemical reactions and has potential applications in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
N-Cyclohexylhydroxylamine is used as a reactant for the preparation of cyclin-dependent kinase inhibitors selective for multiple cyclin-dependent kinases. These inhibitors have potential use as antitumor agents, making it a valuable component in cancer research and drug development.
Used in Chemical Synthesis:
N-Cyclohexylhydroxylamine is used as a reactant in aldehyde-catalyzed intermolecular hydroamination and condensation reactions. These reactions are important for the synthesis of various organic compounds and contribute to the advancement of organic chemistry.
Used in Drug Development:
N-Cyclohexylhydroxylamine is also used in the preparation of hydroxyurea derivatives, which act as small molecule bradykinin B1 receptor antagonists. These antagonists have potential applications in the treatment of various diseases and conditions, further highlighting the importance of N-cyclohexylhydroxylamine in pharmaceutical research.

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

Upstream product

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

Downstream Products

• 3376-25-8 (Z)-N-benzylidenecyclohexanamine oxide 
• 3376-30-5 cyclohexyl-ethylidene-amine oxide 
• 5857-79-4 N-butylidenecyclohexanamine N-oxide 
• 100-64-1 cyclohexanone-oxime 
• 3378-45-8 N,N'-dicyclohexyldiazene N,N'-dioxide 
• 100-88-9 cyclohexylsulfamic acid 
• 4883-72-1 N-nitroso-N-(cyclohexyl)hydroxylamine 
• 5181-20-4 2-cyclohexyl-4-phenyl-3-thioxo-[1,2,4]oxadiazolidin-5-one 
• 57497-43-5 Ethyl-N-hydroxy-N-cyclohexylcarbamat 
• 5102-27-2 2-cyclohexyl-4-phenyl-[1,2,4]oxadiazolidine-3,5-dithione 
• 5857-81-8 N-<2,2-Dimethyl-propyliden>-cyclohexylamin-N-oxid 
• 20727-93-9 2-cyclohexyl-3ξ-propyl-(3at,7at)-octahydro-4r,7c-methano-benzo[d]isoxazol-5ξ,6ξ-dicarboxylic acid dimethyl ester 
• 5302-17-0 1,3-dicyclohexyl-1-hydroxy-urea 
• 5857-80-7 N-Isobutyliden-cyclohexylamin-N-oxid 

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.

Direct N-O bond formation via oxidation of amines with benzoyl peroxide

Herein, we report a general and efficient method for direct N-O bond formation without undesirable C-N bond (amide) formation starting from commercially available amines and benzoyl peroxide. The oxidation of 1,2-diamines to furnish bis-(benzoyloxy)-1,2-diamines is reported for the first time. We found that a significant amount of water (BPO?:?water = 3?:?1) in combination with Cs2CO3 is necessary to achieve high selectivity and yield. The reaction conditions are applicable to a wide range of 1,2-diamine and 1,2-disubstituted-1,2-diamine substrates. Additionally this method is highly applicable to primary and secondary amines. Further, the present method can access chiral bis-hydroxamic acids and bis-hydroxyl amines in just two steps from 1,2-diamines. The reaction conditions are simple, mild and inert atmosphere free. The synthetic potential of this methodology is further demonstrated in the short synthesis of a chiral BHA ligand.