34082-45-6

Usage

Uses

Used in Organic Chemistry:
1-(2-chlorophenyl)-2-phenylethane-1,2-dione is used as a reagent for the synthesis of various organic compounds, contributing to the development and advancement of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(2-chlorophenyl)-2-phenylethane-1,2-dione is employed as a key intermediate in the production of certain pharmaceuticals, aiding in the development of new drugs and medications.
Used in Industrial Applications:
This chemical is also utilized in various industrial applications, where its unique properties and reactivity contribute to the creation of different products and materials.

Upstream product

• 57479-60-4 1-phenyl-2-(2-chlorophenyl)ethanone 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 1384131-21-8 (Z)-1-t-butyldimethylsilyloxy-1-(2-chlorophenyl)-2-phenylethene 
• 72867-72-2 1-(2-chlorophenyl)-2-phenyl-1-ethanone 
• 134-81-6 benzil 
• 1459-20-7 1,2-diphenyl-2-oxoethyl benzoate 
• 1657-52-9 (E)-2-chlorostilbene 
• 89-98-5 2-chloro-benzaldehyde 
• 53774-31-5 1-(2-chlorophenyl)-2-phenylethanol 
• 1589-82-8 phenylmagnesium bromide 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 16619-64-0 1-(2-chlorophenyl)-3-phenyl-2-propyn-1-one 
• 609-65-4 o-chlorobenzoyl chloride 
• 3752-25-8 o-chlorocinnamic acid 

Downstream Products

• 854729-92-3 3-(2-chloro-phenyl)-2,4,5-triphenyl-cyclopentadienone 
• 111299-15-1 [2-(2-Chloro-phenyl)-oxiranyl]-phenyl-methanone 
• 111299-27-5 2-(2-chlorobenzoyl)-2-phenyloxirane 
• 1580052-30-7 (1S,2S)-1-(2-chlorophenyl)-2-phenylethane-1,2-diol 
• 1201993-38-5 4-(2-chlorophenyl)-5-phenyl-2-p-tolyl-1H-imidazole 
• 107659-71-2 (4R,5S)-4-(2-Chloro-phenyl)-5-phenyl-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one 
• 96223-37-9 (1R,2S)-2-(2-Chloro-phenyl)-1-phenyl-3-[1,2,4]triazol-1-yl-propane-1,2-diol 

Relevant academic research and scientific papers

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.

Visible-Light-Induced Photocatalytic Oxidative Decarboxylation of Cinnamic Acids to 1,2-Diketones

A concerted metallophotoredox catalysis has been realized for the efficient decarboxylative functionalization of α,β-unsaturated carboxylic acids with aryl iodides in the presence of perylene bisimide dye to afford 1,2-diketones.

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Dimethyl Sulfoxide as an Oxygen Atom Source Enabled Tandem Conversion of 2-Alkynyl Carbonyls to 1,2-Dicarbonyls

A tandem transformation of 2-alkynyl carbonyl compounds by means of a CuBr2/I2/DMSO/water system is developed, enabling the fromation of various functionalized 1,2-dicarbonyl compounds, including 1,2-diketones, α-keto amides and α-keto ester. This Cu-promoted iodine-mediated tandem procedure employs DMSO as the oxygen atom source of the formed carbonyl group through iodonium ion formation, nucleophilic DMSO addition and C?C bond cleavage cascades. (Figure presented.).

Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?

A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.

Hexaaryl bis-imidazole photoinitiator and application thereof

The invention discloses a hexaaryl bis-imidazole photoinitiator. The molar ratio of a red shift substituent group in all substitutable sites of the hexaaryl bis-imidazole photoinitiator is 6-16%. Whenthe photoinitiator is applied to a photosensitive resin composition, the photoinitiator is moderate in sensitivity, good in solubility and excellent in resolution ratio and developability, inverted trapezoids cannot appear during development, the photoinitiator has good hydrophilicity, the amount of sludge in a developing solution during recycling can be remarkably reduced, and the developing solution can be repeatedly and effectively used for multiple times. The invention also provides a photosensitive resin composition containing the photoinitiator, and an application of the composition.

Copper/Iodine-Cocatalyzed C-C Cleavage of 1,3-Dicarbonyl Compounds Toward 1,2-Dicarbonyl Compounds

A new, general oxidative route to transformations of 1,3-dicarbonyl compounds to 1,2-dicarbonyl compounds by merging copper and I2 catalysis is described. This method is applicable to broad 1,3-dicarbonyl compounds, including 1,3-diketones, 1,3-keto esters and 1,3-keto amides. Mechanistical studies show that the reaction is achieved via the C–C bond cleavage and CO release cascades.

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.

Two-Step One-Pot Synthesis of Unsymmetrical (Hetero)Aryl 1,2-Diketones by Addition-Oxygenation of Potassium Aryltrifluoroborates to (Hetero)Arylacetonitriles

An efficient one-pot two-step procedure for the synthesis of unsymmetrical (hetero)aryl 1,2-diketones has been developed. The reaction proceeds through a palladium-catalyzed nucleophilic addition of potassium aryltrifluoroborates to aliphatic nitriles followed by a copper-catalyzed aerobic benzylic C–H oxygenation using molecular oxygen as a green oxidant. This represents the first example of the direct synthesis of unsymmetrical diaryl 1,2-diketones from arylacetonitriles. This method utilizes inexpensive, stable, nontoxic, and readily available starting materials, is highly effective in the presence of both electron-rich and electron-poor nitriles and aryltrifluoroborates, and tolerates a wide variety of functional groups. The synthetic utility of this transformation was shown by increasing the scale of the reaction and by carrying out the one-pot protocol for the preparation of quinoxaline and benzimidazole derivatives. A plausible reaction mechanism has also been proposed.

Synthesis of 1,2-Diketones via a Metal-Free, Visible-Light-Induced Aerobic Photooxidation of Alkynes

1,2-Diketones were synthesized by the oxidation of corresponding alkynes using air as the oxidant under metal-free conditions upon irradiation of blue light. A cheap and readily available organic dye, eosin Y, was used as the photocatalyst. For various substituents on the aryl ring, the reaction proceeded smoothly to give the dicarbonylation products in moderate to good yields. Some oxidation-sensitive groups, such as formyl and the carbon-carbon double bond, were tolerated under the developed reaction conditions.