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α,α-bis(4-methylphenyl)acetophenone, also known as 4,4'-dimethylbenzophenone, is an organic compound with the chemical formula C15H14O. It is a white crystalline solid that is soluble in organic solvents and has a melting point of 77-79°C. α,α-bis(4-methylphenyl)acetophenone is primarily used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also employed as a photostabilizer in the plastics industry to prevent degradation caused by exposure to light. The compound is synthesized through the Friedel-Crafts acylation of 4-methylphenol with acetic anhydride in the presence of a Lewis acid catalyst. Due to its reactivity and potential health hazards, it is important to handle α,α-bis(4-methylphenyl)acetophenone with care, following proper safety protocols.

56074-58-9

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56074-58-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 56074-58-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,0,7 and 4 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 56074-58:
(7*5)+(6*6)+(5*0)+(4*7)+(3*4)+(2*5)+(1*8)=129
129 % 10 = 9
So 56074-58-9 is a valid CAS Registry Number.

56074-58-9Relevant academic research and scientific papers

Palladium-catalyzed denitrative α-arylation of ketones with nitroarenes

Li, Zhirong,Peng, Yonggang,Wu, Tao

supporting information, (2021/02/16)

The palladium-catalyzed α-arylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/ BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology and gave a chromone derivative. Polyaromatic carbonyl compounds can be easily obtained by multicomponent tandem reactions, via nucleophilic aromatic substitution (SNAr) or cross-coupling reaction followed by this denitrative arylation. Kinetic experiments show that the electronic effect of nitrobenzenes has a greater effect on the reaction rate than the electronic effect of ketones.

PROCESS FOR CREATING CARBON-CARBON BONDS USING CARBONYL COMPOUNDS

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Paragraph 0173-0182; 0228-0236, (2015/06/24)

The present invention concerns a process for preparing a compound of formula (I) by reaction between a compound of formula (II) and a compound of formula (III) in the presence of a copper-containing catalyst, a ligand and base. The invention also concerns the implementing of this process for the preparation of building blocks to prepare molecules of interest in particular in the pharmaceutical, agro-chemical fields, etc.

Facile one-pot palladium-catalyzed sequential coupling to diarylmethanes by using aryl methyl ketones as the methylene donors

Wang, Xing,Liu, Lian-Hua,Shi, Jin-Hua,Peng, Ji,Tu, Hai-Yang,Zhang, Ai-Dong

, p. 6870 - 6877 (2013/11/06)

A novel palladium-catalyzed coupling reaction of an aryl methyl ketone with two molecules of an aryl halide to yield symmetric diarylmethanes is described. In the facile one-pot reaction, the aryl methyl ketone acts as a formal methylene donor. The experimental facts, including TLC monitoring, speculated intermediates as the raw materials, analysis of the cesium benzoate coproduct by ex situ IR spectroscopy, and the cross-coupling reactions of two different aryl halides, indicate a mechanism involving a palladium-catalyzed sequential two-step coupling process, in which the presence of a trace amount of H 2O is indispensable. The reaction is applicable to a broad spectrum of substrates and delivers the products in good to excellent yields. Access to unsymmetrical diarylmethanes with this method is also explored and various factors are discussed. An aryl methyl ketone is used as the methylene donor to couple with two molecules of an aryl halide for the synthesis of various symmetric diarylmethanes under palladium catalysis. The mechanism involves a two-step coupling process in which the presence of a trace amount of H 2O is indispensable. The cross-coupling to unsymmetrical diarylmethanes with this method is also explored. Copyright

Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen

Danoun, Grégory,Tlili, Anis,Monnier, Florian,Taillefer, Marc

supporting information, p. 12815 - 12819 (2013/02/22)

No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups. Copyright

Palladium-catalyzed synthesis of diarylmethanes: Exploitation of carbanionic leaving groups

Schmink, Jason R.,Leadbeater, Nicholas E.

scheme or table, p. 2575 - 2578 (2009/10/02)

A novel route to the synthesis of diarylmethanes via a Pd-catalyzed α-arylation of benzyl ketones is rseported. By harnessing the inherent reactivity of enolates, it is possible to circumvent the need for a transmetalating reagent such as boron for the co

Reductive cross-coupling between N-acylbenzimidazoles and diarylketones promoted by Sm/TiCl4

Du, Jingxing,Wang, Xiaoxia,Zheng, Renwei

, p. 14 - 15 (2007/10/03)

The reductive cross-coupling reaction between N-acylbenzimidazoles and diarylketones promoted by Sm/TiCl4 was performed in refluxing THF under a nitrogen atmosphere, to give 1,2,2-triaryl ethanones in moderate to good yields.

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