3363-97-1

Basic information

• Product Name: 1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione
• Synonyms: 1,4-BISBENZIL;1,4-BIS(BENZOYLCARBONYL)BENZENE;1,4-BIS(PHENYLGLYOXALOYL)BENZENE;1,1'-(p-Phenylene)bis(2-phenylethanedione);1,4-bis(phenylglyoxyloyl)benzene;2,2’-diphenyl-1,1’-(1,4-phenylene)diethanedione;bisbenzil;ethanedione],1,1’-(1,4-phenylene)bis[2-phenyl-
• CAS NO: 3363-97-1
• Molecular Formula: C₂₂H₁₄O₄
• Molecular Weight: 342.34
• Mol File: 3363-97-1.mol

Chemical Properties

• Melting Point: 125°C
• Boiling Point: 549 °C at 760 mmHg
• Flash Point: 237.7 °C
• Appearance: /
• Density: 1.261 g/cm³
• Vapor Pressure: 4.22E-12mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione(3363-97-1)
• EPA Substance Registry System: 1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione(3363-97-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 3363-97-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione is used as a potential pharmaceutical compound for its unique chemical properties and functional groups. Its ability to interact with biological systems and modulate various pathways makes it a candidate for the development of new drugs and therapeutic agents.
Used in Organic Materials:
1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione is used in the development of organic materials due to its structural characteristics and chemical properties. Its potential applications may include the creation of new materials with specific properties, such as improved stability, reactivity, or other desirable characteristics for various industrial applications.
Note: The specific applications of 1-[4-(2-Oxo-2-phenylacetyl)phenyl]-2-phenylethane-1,2-dione are not well documented in the literature. The uses mentioned above are based on the general properties of benzophenones and the compound's structural features. Further research and development may reveal more specific applications in various industries.

InChI:InChI=1/C22H14O4/c23-19(15-7-3-1-4-8-15)21(25)17-11-13-18(14-12-17)22(26)20(24)16-9-5-2-6-10-16/h1-14H

Upstream product

• 24447-21-0 p-bis(phenacyl)benzene 
• 1849-27-0 1,4-bis(2-phenylethynyl)benzene 
• 121400-84-8 1,4-bis(5-phenyl-2,4,6,8-tetraaza-3,7-dioxobicyclo<3.3.0>octan-1-yl)benzene 
• 624-38-4 para-diiodobenzene 
• 97245-29-9 2,3-dioxosuccindialdehyde 
• 3363-92-6 1,4-bis (phenylacetyl)benzene 
• 7789-45-9 copper(II)bromide 
• 536-74-3 phenylacetylene 
• 1009-61-6 1,4-Diacetylbenzene 
• 100-52-7 benzaldehyde 
• 591-50-4 iodobenzene 
• 935-14-8 1,4-diethynylbenzene 
• 6921-34-2 benzylmagnesium chloride 
• 623-26-7 terephthalonitrile 

Downstream Products

• 123367-99-7 1-(carboxyhydroxyphenylmethyl)-4-(2-phenyl-1,2-dioxoethyl)benzene 
• 123368-00-3 1,4-di(carboxyhydroxyphenylmethyl)benzene 
• 118163-43-2 1-<4-(1,2-dihydroxy-2-phenylethyl)phenyl>-2-phenylethane-1,2-dione 
• 118163-42-1 1,4-Bis(1,2-dihydroxy-2-phenylethyl)benzene 
• 106877-59-2 1-(4-phenyl-4-hydantoinyl)-4-(phenyloxalyl)benzene 
• 121400-87-1 1-phenyl-5-<4-(2-phenyl-1,2-dioxoethyl)phenyl>-2,4,6,8-tetraazabicyclo<3.3.0>octane-3,7-dione 
• 106877-54-7 1,4-di(4-phenyl-4-hydantoinyl)benzene 
• 121400-84-8 1,4-bis(5-phenyl-2,4,6,8-tetraaza-3,7-dioxobicyclo<3.3.0>octan-1-yl)benzene 
• 3432-73-3 3,3'-(1,4-phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one) 
• 59443-08-2 1,4-Bis-(α-hydroxyphenacetyl)-benzol 
• 64946-05-0 2,2'-diphenyl-3,3'-p-phenylene-bis-quinoxalin-6-ylamine 
• 86386-79-0 C₄₆H₃₂N₆O₂ 

Relevant articles and documents

One-pot cascade synthesis of α-diketones from aldehydes and ketones in water by using a bifunctional iron nanocomposite catalyst

A new methodology for the synthesis of α-diketones was reportedviaa one-pot cascade process from aldehydes and ketones catalyzed by a bifunctional iron nanocomposite using H2O2as a green oxidant in water. The one-pot strategy showed excellent catalytic stability, comprehensive suitability of substrates and important practical utility for directly synthesizing biologically active and medicinally valuable N-heterocyclesviaan intermittent process.

Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls

2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and internal alkynes, ynamides, alkynyl ethers/thioethers, and even unsubstituted acetylene (40 examples; yields up to 99%). The oxidation was successfully integrated into the trapping of reactive dicarbonyls by one-pot heterocyclization and into the synthesis of six-membered azaheterocycles. This synthetic acid-free route was also successfully applied for the total synthesis of a natural 1,2-diketone.

A Bifunctional Iron Nanocomposite Catalyst for Efficient Oxidation of Alkenes to Ketones and 1,2-Diketones

We herein report the fabrication of a bifunctional iron nanocomposite catalyst, in which two catalytically active sites of Fe-Nx and Fe phosphate, as oxidation and Lewis acid sites, were simultaneously integrated into a hierarchical N,P-dual doped porous carbon. As a bifunctional catalyst, it exhibited high efficiency for direct oxidative cleavage of alkenes into ketones or their oxidation into 1,2-diketones with a broad substrate scope and high functional group tolerance using TBHP as the oxidant in water under mild reaction conditions. Furthermore, it could be easily recovered for successive recycling without appreciable loss of activity. Mechanistic studies disclose that the direct oxidation of alkenes proceeds via the formation of an epoxide as intermediate followed by either acid-catalyzed Meinwald rearrangement to give ketones with one carbon shorter or nucleophilic ring-opening to generate 1,2-diketones in a cascade manner. This study not only opens up a fancy pathway in the rational design of Fe-N-C catalysts but also offers a simple and efficient method for accessing industrially important ketones and 1,2-diketones from alkenes in a cost-effective and environmentally benign fashion.

Method for synthesizing benzil derivatives

The invention discloses a method for synthesizing benzil derivatives. The method comprises the steps that a diphenyl acetylene compound, halogenated ammonium salt or iodine chloride and a sulfur source serve as reactants, the reactants react in a solvent for a period of time, purification is conducted, and then the benzil derivatives are obtained. According to the method, a metal catalyst and toxic iodine are not used, the applied reactants are low in price, poisonless and tasteless, the operation method is simple, the yield is high, aftertreatment is easy, and the method is suitable for industrial production.

Electrochemical synthesis of 1,2-diketones from alkynes under transition-metal-catalyst-free conditions

We report an electrochemical protocol for the direct oxidation of internal alkynes in air to provide 1,2-diketones. A variety of functional groups and heterocycle-containing substrates can be tolerated well under mild conditions.

Sulfo-Phenylated Polyphenylenes Containing Sterically Hindered Pyridines

We systematically investigated the effect of incorporating a sterically hindered pyridyl group into a sulfo-phenylated polyphenylene to control the polymer's physicochemical properties through acid-base interactions. Homopolymers with similar molecular weights and comparable structures that vary by only one atom (N- vs C-) per repeat unit along the polymer chain were prepared. Compared to a non-pyridyl reference membrane, incorporation of a pyridyl group improves the oxidative stability against free radicals, increases the elongation at break to 55% (from 37%), and enhances the thermal stability to 326 °C (from 246 °C). In an accelerated fuel cell degradation test, polymeric membranes containing the sterically encumbered pyridyl unit exhibited exceptional stability (0.16 mV h-1 degradation rate over 1000 h) and retained ～80% of their peak power density over this time.

Sequentially Pd/Cu-Catalyzed Alkynylation-Oxidation Synthesis of 1,2-Diketones and Consecutive One-Pot Generation of Quinoxalines

We report a simple and efficient one-pot synthesis of 1,2-diketones by concatenation of two Pd/Cu-catalyzed processes: Pd0/CuI-catalyzed Sonogashira coupling of terminal alkynes with aryl (pseudo)halides furnishes internal alkynes, which are directly transformed by PdII/CuII-catalyzed Wacker-type oxidation with DMSO and oxygen as dual oxidants to furnish 1,2-diketones. With this efficient, catalyst economical process, various aryl iodides and triflates are efficiently transformed in high yields into symmetrically and unsymmetrically substituted 1,2-diketones with various functional groups. This process can be readily extended to a consecutive one-pot synthesis of quinoxalines in a diversity-oriented fashion.

NH4I/EtOCS2K promoted synthesis of substituted benzils from diphenylacetylene derivatives

A facile protocol is described for the synthesis of benzil derivatives from readily accessible diarylacetylene derivatives using the NH4I/EtOCS2K system. This novel protocol results in excellent chemoselectivity and provided good to excellent yields. A control experiment indicated that the reaction proceeds via NH4I promoted EtOCS2K dimerization to give the corresponding dixanthogen and subsequent dixanthogen assisted oxidation.

Design and synthesis of extended quinoxaline derivatives and their charge transport properties

A scalable and convenient strategy is described to synthesize extended conjugation quinoxaline derivatives from phenylene-ethynylene arrays. By tuning the solvent, the compounds display bright emission solvatochromism. Furthermore, the fabricated FET devices possess good performance characteristics, with mobilities of 0.47 cm2 V-1 s-1 and 0.99 cm2 V-1 s-1. The mobilities are higher than those of corresponding to the alkyl substituted compounds, which can be proven by grazing incidence X-ray diffraction (GIXRD) measurement.

Synthesis and properties of sulfonated poly(phenylene sulfone)s without ether linkage by Diels-Alder reaction for PEMFC application

A new sulfonated poly(phenylene sulfone) polymer (SPPS) was synthesized by Diels-Alder polymerization from 1,4-bis(2,4,5-triphenylcyclopentadienone)benzene (BTPCPB) and 4,4′-diethynylphenylsulfone, and followed by sulfonation reaction with chlorosulfuric