16179-64-9

Basic information

• Product Name: 3-(cyclohexylamino)cyclohex-2-en-1-one
• Synonyms: 2-cyclohexen-1-one, 3-(cyclohexylamino)-; 3-(Cyclohexylamino)cyclohex-2-en-1-one
• CAS NO: 16179-64-9
• Molecular Formula: C₁₂H₁₉NO
• Molecular Weight: 193.2854
• Mol File: 16179-64-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 327.1°C at 760 mmHg
• Flash Point: 129.8°C
• Density: 1.02g/cm³
• Vapor Pressure: 0.000207mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 3-(cyclohexylamino)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(cyclohexylamino)cyclohex-2-en-1-one(16179-64-9)
• EPA Substance Registry System: 3-(cyclohexylamino)cyclohex-2-en-1-one(16179-64-9)

Safety Data

• Hazardous Substances Data: 16179-64-9(Hazardous Substances Data)

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 108-91-8 cyclohexylamine 

Downstream Products

• 16179-46-7 2-Acetyl-3-cyclohexylamino-cyclohex-2-enone 
• 16195-95-2 3-(N-cyclohexyl-N-methyl)aminocyclohex-2-enone 
• 78890-82-1 3-(Cyclohexyl-methyl-amino)-6-methyl-cyclohex-2-enone 
• 78890-85-4 3-(Cyclohexyl-methyl-amino)-4-methyl-cyclohex-2-enone 
• 78890-78-5 3-(Cyclohexyl-methyl-amino)-cyclohexa-1,3-dienol anion 
• 78890-77-4 5-(Cyclohexyl-methyl-amino)-cyclohexa-1,5-dienol anion 
• 1220516-06-2 3-[cyclohexyl(4-nitrophenyl)amino]-2-iodocyclohex-2-enone 

Relevant articles and documents

Ytterbium triflate catalyzed synthesis of β-enaminones

β-Enaminones have been synthesized in very good yield under solvent-free conditions from differently substituted amines and β-diketones in the presence of Yb(OTf)3 as catalyst. The method is applicable to cyclic and acyclic ketones, aromatic an

Hypervalent Iodine-Promoted Aromatization of Exocyclic β-Enaminones for the Synthesis of meta-N,N-Diarylaminophenols

A metal- and additive-free milder cascade approach for the synthesis of meta-N,N-diarylaminophenols (DAAP) starting from exocyclic β-enaminones has been developed. The feasibility of the process is rationalized by the suitable molecular geometry of β-enaminones for tandem N-arylative α-iodination and aromatization under milder basic conditions. Furthermore, the developed strategy has been extended to the synthesis of meta-N-benzyl-N-arylaminophenols (BAAP). 4-Ethylpropionyl-2-cyclohexenone has been explored to give 7-diarylaminochroman-2-one (DAAC) by employing a similar one-pot approach. The plausible mechanistic steps were deduced based upon isolation of a stable intermediate and structural identification through X-ray crystallographic analysis. (Figure presented.).

Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system

A dynamic computer-vision control system incorporating open-source software technologies (Python, OpenCV) was used to automate a gravity based in-line liquid-liquid extraction during the iodination of enaminones in continuous flow. The system was able to cope with significant colouration of the organic reaction stream and with significant volume/flow changes in the aqueous and organic phase streams due to extraction of the water soluble acetonitrile co-solvent.