87364-66-7

Basic information

• Product Name: N-(cyclohexylmethyl)cyclohexanamine
• Synonyms: N-(cyclohexylmethyl)cyclohexanamine;UKRORGSYN-BB BBV-118555;N-(cyclohexylmethyl)cyclohexanamine(SALTDATA: HCl)
• CAS NO: 87364-66-7
• Molecular Formula: C₁₃H₂₅N
• Molecular Weight: 195.34
• EINECS: 283-537-5
• Mol File: 87364-66-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 269.9°C at 760 mmHg
• Flash Point: 112.6°C
• Appearance: /
• Density: 0.9g/cm³
• Vapor Pressure: 0.00708mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: N-(cyclohexylmethyl)cyclohexanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyclohexylmethyl)cyclohexanamine(87364-66-7)
• EPA Substance Registry System: N-(cyclohexylmethyl)cyclohexanamine(87364-66-7)

Safety Data

• Hazardous Substances Data: 87364-66-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H25N/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h12-14H,1-11H2

Upstream product

• 758640-21-0 N-Benzylaniline 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 53185-69-6 pimelaldehyde 
• 108-91-8 cyclohexylamine 
• 2043-61-0 cyclohexanecarbaldehyde 
• 64-19-7 acetic acid 
• 626-62-0 Cyclohexyl iodide 
• 3218-02-8 cyclohexylmethylamine 
• 56037-75-3 N,1-dicyclohexylmethanimine dicyclohexyl imine 
• 7474-36-4 N-cyclohexylcyclohexanecarboxamide 
• 1192-37-6 methylenecyclohexane 
• 108-95-2 phenol 

Downstream Products

• 2043-61-0 cyclohexanecarbaldehyde 
• 87364-57-6 6-[3-(N-Cyclohexyl-N-cyclohexylmethylaminocarbonyl)propoxy]carbostyril 

Relevant articles and documents

Rh-PVP Catalyzed Reductive Amination of Phenols by Ammonia or Amines to Cyclohexylamines under Solvent-free Conditions

Colloidal metal nanoparticles were examined for reductive amination of phenol by ammonia under mild reaction conditions. The results showed that Rh-PVP was the most active catalyst for reductive amination reaction. Linear, cyclic, and amino alcohols were used as nucleophiles and converted to primary/secondary/tertiary amines. Using this strategy, the synthesis of an industrially important chemical, N-cyclohexyl- 2-pyrrolidone was explored.

A BEt3-Base catalyst for amide reduction with silane

Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt3 and base. The scope of these BEt3-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers' silane Si-H···B activation mode wherein the hydride abstraction by BEt3 is promoted by the coordination of an alkoxide or hydroxide anion to the Si center.

Anti-Markovnikov Hydroamination of Unactivated Alkenes with Primary Alkyl Amines

We report here a photocatalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated olefins with primary alkyl amines to selectively furnish secondary amine products. These reactions proceed through aminium radical cation (ARC) intermediates and occur at room temperature under visible light irradiation in the presence of an iridium photocatalyst and an aryl thiol hydrogen atom donor. Despite the presence of excess olefin, high selectivities are observed for secondary over tertiary amine products, even though the secondary amines are established substrates for ARC-based olefin amination under similar conditions.