22711-20-2

Basic information

• Product Name: 1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione
• CAS NO: 22711-20-2
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253.2958
• Mol File: 22711-20-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 420.2°C at 760 mmHg
• Flash Point: 188°C
• Density: 1.159g/cm³
• Vapor Pressure: 2.87E-07mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione(22711-20-2)
• EPA Substance Registry System: 1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione(22711-20-2)

Safety Data

• Hazardous Substances Data: 22711-20-2(Hazardous Substances Data)

Usage

Physical state

Yellow solid

Molecular weight

293.35 g/mol

Usage

Different sources of media describe the Usage of 22711-20-2 differently. You can refer to the following data:
1. Reagent in organic synthesis
2. Precursor in the production of pharmaceuticals and dyes

Potential application

Fluorescent probe for detecting and imaging biological molecules and processes

Importance

Versatile chemical properties and applications in organic synthesis and medicinal chemistry

Upstream product

• 33458-29-6 2-[4-(Dimethylamino)phenyl-2-hydroxy-1-phenylethanone 
• 100-52-7 benzaldehyde 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 698-16-8 benzohydroximoyl chloride 
• 873-67-6 benzonitrile oxide 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 6266-95-1 1-phenyl-2-<4-(N,N-dimethylamino)phenyl>ethanone 
• 6317-85-7 4-(dimethylamino)benzoin 
• 7647-01-0 hydrogenchloride 
• 7758-99-8 copper(II) sulfate 
• 67-64-1 acetone 
• 74955-12-7 [2-(4-Dimethylamino-phenyl)-[1,3]dithian-2-yl]-phenyl-methanone oxime 

Downstream Products

• 6266-95-1 1-phenyl-2-<4-(N,N-dimethylamino)phenyl>ethanone 
• 1228389-95-4 [2.2]paracyclophane-4-(4-(p-dimethylaminophenyl)-5-(phenyl)-1H-imidazol-2-yl)-13-(4,5-diphenyl-1H-imidazol-2-yl) 
• 1292846-31-1 5-(4-(N,N-dimethylamino)phenyl)-6-phenylpyrazine-2,3-dicarbonitrile 
• 88709-59-5 5-(4-Dimethylaminophenyl)-5-hydroxy-4-phenyl-2-thioxo-3-pyrroline-3-carbonitrile 
• 992-33-6 4,5-Diphenyl-1,2,3-tris-<4-dimethylamino-phenyl>-cyclopentadien-(2,4)-ol-(1) 
• 752-30-7 1,4,5-Triphenyl-2,3-bis-<4-dimethylamino-phenyl>-cyclopentadien-(2,4)-ol-(1) 
• 61134-84-7 4'-dimethylamino-bibenzyl-α-ol 
• 120144-59-4 1-[4-(dimethylamino)phenyl]-2-phenyl-1,2-ethanediol 
• 6317-85-7 4-(dimethylamino)benzoin 
• 112009-89-9 3-Chloro-2-(4-dimethylamino-phenyl)-benzofuran-4,6-disulfonyl dichloride 
• 810-63-9 4,5-Diphenyl-2,3-bis-<4-dimethylamino-phenyl>-cyclopentadien-(2,4)-on-(1) 
• 2137-72-6 3-(4-dimethylamino-phenyl)-2,4,5-triphenyl-cyclopentadienone 
• 7532-78-7 N,N-dimethyl-4-(3-phenyl-quinoxalin-2-yl)-aniline 

Relevant articles and documents

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Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6-Trichlorophenyl Isocyanide: Synthesis of 1,2-Dicarbonyl Derivatives

The selective addition of organomagnesium reagents to 2,4,6-trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2-dicarbonyl compounds and α-hydroxy ketones.

Red-emitting dyes with photophysical and photochemical properties controlled by pH

New unsymmetrical zinc azaphthalocyanines, bearing one substituted aniline as a peripheral substituent, were prepared by using a statistical condensation approach. Both fluorescence and singlet oxygen quantum yields were extremely low in DMF (φFΔF=0. 22-0.29, φΔ=0.40-0.59, respectively). This behavior was attributed to the deactivation of excited states by intramolecular charge transfer from a donor site (aniline), which was blocked after protonation in acidic media. In the protonated form, all of the compounds efficiently emitted light with λem in the region of 662-675 nm. The investigated compounds were anchored to dioleoylphosphatidylcholine (DOPC) unilamellar vesicles and showed response to buffer pH. They were highly fluorescent at low pH values and almost nonfluorescent in neutral solutions. The pKa values were determined in DOPC vesicles and ranged between 2.2 and 4.2.

Preparation, crystal structures, and properties of new conjugated π-electron systems with 3-guaiazulenyl and 4-(dimethylamino)phenyl groups

Reaction of guaiazulene with l,2-bis[4-(dimethylamino)phenyl]-l,2- ethanediol in methanol in the presence of hydrochloric acid at 60°C for 3h gives l,l-bis[4-(dimethylamino)phenyl]-2-(3-guaiazulenyl)ethylene, in 81% yield, via pinacol rearrangement and fu