57083-26-8

Basic information

• Product Name: Cyclohexanone, 2-[(4-methoxyphenyl)methylene]-6-(phenylmethylene)-
• CAS NO: 57083-26-8
• Molecular Formula: C21H20O2
• Molecular Weight: 304.389
• Mol File: 57083-26-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-[(4-methoxyphenyl)methylene]-6-(phenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-[(4-methoxyphenyl)methylene]-6-(phenylmethylene)-(57083-26-8)
• EPA Substance Registry System: Cyclohexanone, 2-[(4-methoxyphenyl)methylene]-6-(phenylmethylene)-(57083-26-8)

Safety Data

• Hazardous Substances Data: 57083-26-8(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 100-52-7 benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 5765-29-7 E-2-(4-methoxybenzylidene)cyclohexanone 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 5682-83-7 2-Benzylidenecyclohexanone 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 

Downstream Products

• 5765-29-7 E-2-(4-methoxybenzylidene)cyclohexanone 
• 100-52-7 benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 1191998-13-6 C₂₂H₂₂N₂OS 
• 833488-26-9 C₂₂H₂₂N₂OS 

Relevant articles and documents

Synthesis, spectral, thermal, optical and theoretical studies of (2E,6E)-2-benzylidene-6-(4-methoxybenzylidene)cyclohexanone

Single crystals of (2E,6E)-2-benzylidine-6-(4-methoxybenzylidine) cyclohexanone are grown by slow evaporation of ethanolic solution at room temperature. The characteristic functional groups present in the molecule are confirmed by Fourier transform infrared and Fourier transform Raman analyses. The scanning electron microscopy study reveals the surface morphology of the material. Thermogravimetric/differential thermal analysis study reveals the purity of the material and the crystal is transparent in the visible region having a lower optical cut-off at ～487 nm. The second harmonic generation efficiency of as-grown material is estimated by Kurtz and Perry technique. Optimized geometry has been derived using Hartree-Fock calculations performed at the level 6-31G (d,p) and the first-order molecular hyperpolarizability (β) is estimated. The specimen is further characterized by nuclear magnetic resonance spectroscopy.

In vitro and in silico evaluations of diarylpentanoid series as α-glucosidase inhibitor

A series of thirty-four diarylpentanoids derivatives were synthesized and evaluated for their α-glucosidase inhibitory activity. Eleven compounds (19, 20, 21, 24, 27, 28, 29, 31, 32, 33 and 34) were found to significantly inhibit α-glucosidase in which compounds 28, 31 and 32 demonstrated the highest activity with IC50 values ranging from 14.1 to 15.1 μM. Structure-activity comparison shows that multiple hydroxy groups are essential for α-glucosidase inhibitory activity. Meanwhile, 3,4-dihydroxyphenyl and furanyl moieties were found to be crucial in improving α-glucosidase inhibition. Molecular docking analyses further confirmed the critical role of both 3,4-dihydroxyphenyl and furanyl moieties as they bound to α-glucosidase active site in different mode. Overall result suggests that diarylpentanoids with both five membered heterocyclic ring and polyhydroxyphenyl moiety could be a new lead design in the search of novel α-glucosidase inhibitor.

Reactions of 2,6-dibenzylidenecyclohexanone and its derivatives in high-temperature water

The reactivity of derivatives of 2,6-dibenzylidenecyclohexanone was investigated in water at 220?250°C under microwave conditions, without added catalyst. Retro-Claisen?Schmidt processes predominated. Hydrolytic attack at the benzylic position afforded a 2-benzylidenecyclohexanone derivative and liberated an aryl aldehyde. Dienones substituted with electron-withdrawing or -donating groups on the aryl rings were more susceptible to hydrolysis than was the parent 2,6-dibenzylidenecyclohexanone. CSIRO 2006.