251320-86-2 Usage
Description
2-(Dicyclohexylphosphino)-2'-methylbiphenyl, also known as CAS# 251320-86-2, is a chemical compound that exists in the form of white crystals or crystalline powder. It is characterized by its unique molecular structure, which features a biphenyl core with a methyl group at the 2' position and a dicyclohexylphosphino group at the 2 position. This structure endows the compound with specific chemical properties and reactivity, making it a versatile player in various chemical reactions and applications.
Uses
Used in Suzuki Reaction:
2-(Dicyclohexylphosphino)-2'-methylbiphenyl is used as a Ligand in the Suzuki reaction for [application reason]. The Suzuki reaction is a widely employed method in organic chemistry for the formation of carbon-carbon bonds, specifically in the synthesis of biaryl compounds. The use of this ligand enhances the efficiency and selectivity of the reaction, leading to improved yields and outcomes.
Used in Pd-catalyzed formation of a-arylketones:
In the field of organic synthesis, 2-(Dicyclohexylphosphino)-2'-methylbiphenyl is used as a Ligand for the Pd-catalyzed formation of a-arylketones. a-arylketones are important intermediates in the pharmaceutical and chemical industries, and this ligand plays a crucial role in facilitating the selective formation of these compounds with high efficiency and yield.
Used in Catalyst Precursors for Higher Alcohols Production:
2-(Dicyclohexylphosphino)-2'-methylbiphenyl can be used as a catalyst precursor in the production of higher alcohols from syngas. This application is particularly relevant in the petrochemical and energy sectors, where the conversion of syngas to higher alcohols is a desirable process for the production of fuels and other valuable chemicals.
Used in Delta-lactone Derivatives Synthesis:
Additionally, 2-(Dicyclohexylphosphino)-2'-methylbiphenyl is utilized in the synthesis of delta-lactone derivatives. Delta-lactones are important building blocks in the pharmaceutical and chemical industries, and this ligand contributes to the efficient and selective synthesis of these compounds.
Reaction
Ligand used for the Pd-catalyzed formation of a-arylketones.
Ligand used for the Pd-catalyzed amination reaction.
Ligand used for the Pd-catalyzed hydrazone arylation.
Ligand used for the Pd-catalyzed synthesis of 5,5-disubstituted butenolides.
Ligand used for the Pd-catlyzed direct arylation of polyfluorinated arenes at room temperature.
Check Digit Verification of cas no
The CAS Registry Mumber 251320-86-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,1,3,2 and 0 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 251320-86:
(8*2)+(7*5)+(6*1)+(5*3)+(4*2)+(3*0)+(2*8)+(1*6)=102
102 % 10 = 2
So 251320-86-2 is a valid CAS Registry Number.
251320-86-2Relevant articles and documents
An efficient and safe procedure for the large-scale Pd-catalyzed hydrazonation of aromatic chlorides using buchwald technology
Mauger, Christelle C.,Mignani, Gerard A.
, p. 1065 - 1071 (2004)
A convenient, optimized and safe synthesis of N-arylhydrazines, useful as intermediates for active ingredients in agricultural and pharmaceutical applications, is reported. Starting from aryl halides (chlorides and bromides), a palladium-catalyzed carbon-nitrogen coupling reaction followed by an acidic treatment afforded the target molecules in good to excellent yields using low catalyst loadings. This technology has then been successfully applied on a large scale in a pilot plant. This contribution also describes the major improvements in ligand synthesis and the thermal data required to develop a process on a pilot scale.
The Use of Catalytic Amounts of CuCl and Other Improvements in the Benzyne Route to Biphenyl-Based Phosphine Ligands
Kaye, Steven,Fox, Joseph M.,Hicks, Frederick A.,Buchwald, Stephen L.
, p. 789 - 794 (2007/10/03)
Biphenyl-based phosphine ligands can be prepared on a significantly larger scale than previously possible as a result of the following discoveries and improvements to the original experimental procedure: the finding that CuCl catalyzes the coupling of hindered dialkylchlorophosphines with Grignard reagents; the development of conditions that permit ClPCy2 to be prepared and utilized in situ; the development of a more reliable large-scale preparation of 2-dimethylaminophenylmagnesium halide.
Highly active palladium catalysts for Suzuki coupling reactions
Wolfe, John P.,Singer, Robert A.,Yang, Bryant H.,Buchwald, Stephen L.
, p. 9550 - 9561 (2007/10/03)
Mixtures of palladium acetate and o-(di-tert-butylphosphino)biphenyl (4) catalyze the room-temperature Suzuki coupling of aryl bromides and aryl chlorides with 0.5-1.0 mol % Pd. Use of o-(dicyclohexylphosphino)biphenyl (2) allows Suzuki couplings to be carried out at low catalyst loadings (0.000001-0.02 mol % Pd). The process tolerates a broad range of functional groups and substrate combinations including the use of sterically hindered substrates. This is the most active catalyst system in terms of reaction temperature, turnover number, and steric tolerance which has been reported to date.