4433-10-7

Usage

Uses

Used in Chemical Synthesis:
24DIMETHYLBIPHENYL is used as a reagent for the preparation of palladium(II) complexes with chelating biscarbene ligands. These complexes are essential in the Suzuki-Miyaura cross-coupling reaction, a widely used method in organic chemistry for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules and pharmaceuticals.
In the field of chemical synthesis, 24DIMETHYLBIPHENYL plays a crucial role in the development of new compounds and materials, contributing to advancements in various industries, including pharmaceuticals, agrochemicals, and materials science. Its unique structure and properties make it a valuable component in the synthesis of complex organic molecules and the development of novel catalysts for chemical reactions.

InChI:InChI=1/C14H14/c1-11-8-9-14(12(2)10-11)13-6-4-3-5-7-13/h3-10H,1-2H3

Upstream product

• 938-81-8 N-nitrosoacetanilide 
• 108-38-3 m-xylene 
• 106-42-3 para-xylene 
• 71-43-2 benzene 
• 108-93-0 cyclohexanol 
• 926-54-5 trans-2-methyl-1,3-pentadiene 
• 536-74-3 phenylacetylene 
• 98-80-6 phenylboronic acid 
• 66003-76-7 Diphenyliodonium triflate 

Downstream Products

• 784-50-9 fluorenone-2-carboxylic acid 
• 4445-50-5 biphenyl-2,4'-dicarboxylic acid 
• 2840-46-2 4-methyl-[1,1‘-biphenyl]-2-carboxylic acid 
• 178313-67-2 2-methyl[1,1'-biphenyl]-4-carboxylic acid 

Relevant academic research and scientific papers

Palladium-Catalyzed Arylation of Arylboronic Acids with Yagupolskii-Umemoto Reagents

A Pd-catalyzed Suzuki cross-coupling of arylboronic acids with Yagupolskii-Umemoto reagents was explored. In contrary to trifluoromethylations, the Pd-catalyzed reaction of R-B(OH)2 and [Ar2SCF3]+[OTf]- provided the arylation products (R-Ar) in good to high yields. The reaction confirms that the S-Ar bonds of [Ar2SCF3]+[OTf]- can be readily cleaved in the presence of Pd complexes. The relatively electron-poor aryl groups of asymmetric [Ar1Ar2SCF3]+[OTf]- salts are more favorably transferred compared to the electron-rich ones. This reaction represents the first report of utilization of [Ar2SCF3]+[OTf]- as arylation reagents in organic synthesis.

Palladium-catalyzed arylation of simple arenes with iodonium salts

The development of an arylation protocol for simple arenes with diaryliodonium salts using the Herrmann-Beller palladacycle catalyst is reported. The reaction takes simple aromatic feedstocks and creates valuable biaryls for use in all sectors of the chem

Iron-mediated direct arylation of unactivated arenes

(Chemical Equation Presented) Inexpensive and straightforward: An iron-mediated cross-coupling reaction generates biaryl compounds through C-H bond activation, using easily handled reagents with low toxicity. Under the optimized reaction conditions a series of substituted phenylboronic acids were coupled with several simple unactivated arenes.

meta-directing cobalt-catalyzed diels-alder reactions

(Chemical Equation Presented) Overcoming the ortho/para rule? The regioselectivity of Diels-Alder reactions with neutral electron demand between 1,3-dienes with alkynes can be controlled by simple cobalt diimine complexes so that the meta-substituted cycloadducts are generated in good yields and excellent regioselectivity (see scheme; DDQ=2,3-dichloro-5,6-dicyano-1,4- benzoquinone).

Liquid-Phase Catalytic Oxidation of 2,4-Dimethylbiphenyl

2,4-Dimethylbiphenyl synthesized by alkylalion of m-xylene with cyclohexanol and subsequent dehydrogenation was oxidized catalytically in the liquid phase to 2,4-biphenyldicarboxylic acid. The effects of temperature, the catalyst, and initial concentrations of reactants on the rate and efficiency of the process were studied.

Aromatic hydrocarbons in the gaseous and condensed phase. A nuclear decay study

A nuclear technique based on the spontaneous decay of tritiated precursors has been used in a comparative stydy of aromatic phenylation by free phenylinium ions, both in the gas and liquid phase.The mechanism of the major competitive processes promoted by phenylinium ion attack, are discussed.