4499-84-7

Usage

Structure

It consists of a benzene ring with two methylphenyl groups attached at the 1 and 4 positions.

Physical State

It is a colorless, odorless solid.

Solubility

Insoluble in water but soluble in organic solvents.

Uses

Commonly used in the production of polymers and plastics, synthesis of various organic compounds, as a heat transfer fluid, and as a component in electronic materials and liquid crystals.

Industrial Applications

It has a variety of industrial applications.

Safety Precautions

It may be harmful if ingested or inhaled and can cause skin and eye irritation, so it should be handled with care.

Upstream product

• 95814-02-1 1,4-di(3-methylphenyl)-1,3-cyclohexadiene 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 
• 28987-79-3 m-tolylmagnesium bromide 
• 106-37-6 1.4-dibromobenzene 
• 637-88-7 1,4-Cyclohexanedione 
• 67628-58-4 bis(4-methoxyphenyl) sulfate 
• 599-89-3 4-chlorophenyl p-toluenesulfonate 
• 17933-03-8 m-tolylboronic acid 
• 624-38-4 para-diiodobenzene 

Relevant academic research and scientific papers

Synthesis of symmetrical terphenyl derivatives by PdCl 2-catalyzed Suzuki-Miyaura reaction of dibromobenzene using 3-(diphenylphosphino)propanoic acid as a ligand

A simple and efficient catalytic system for PdCl2 catalyzing the Suzuki-Miyaura reaction of dibromobenzene and arylboronic acid has been developed by using 3-(diphenylphosphino)propanoic acid as a ligand in dimethylsulfoxide at 100 °C. Using this method, a series of symmetrical terphenyl derivatives were obtained with remarkably good yields, up to 93%.

Synthesis of Terphenyl Derivatives by Pd-Catalyzed Suzuki-Miyaura Reaction of Dibromobenzene Using 2N2O-Salen as a Ligand in Aqueous Solution

A simple and efficient catalytic system for Na2PdCl4 catalyzing the Suzuki-Miyaura reaction of dibromobenzene and arylboronic acid has been developed by using 2N2O-salen as a ligand in H2O/EtOH (V:V=4:1) at 100°C. Using this method, the reactions of substrates containing sterically demanding ortho substituents (e.g. dibromobenzene and/or arylboronic acids) proceeded efficiently, with the corresponding terphenyl derivatives being produced in moderate to excellent yields. Furthermore, this method offers interesting features for the multi-gram scale synthesis of terphenyl compound.

3,3″-dimethyl-1,1′:4′,1″-terphenyl

The title compound, C20H18, is centrosymmetric and adopts a twisted conformation. This result contrasts related unsubstituted systems, where rotational disorder is inevitably found. The different behaviour is rationalized in terms of the absence of π-π interactions in the lattice of the title compound.

A magnetic palladium nickel carbon nanocomposite as a heterogeneous catalyst for the synthesis of distyrylbenzene and biphenyl derivatives

A magnetic palladium nickel carbon (Fe3O4@Pd@Ni/C) nanocomposite has been synthesized using a simple one-pot procedure via a hydrothermal approach. Ferric nitrate, palladium acetate, and nickel nitrate were dissolved in water together with glucose, and the mixture was heated in an autoclave. The Fe3O4@Pd@Ni/C nanocomposite was characterized via XRD, TEM, FE-SEM, VSM, EDS, and XPS studies. The catalytic abilities of the Fe3O4@Pd@Ni/C nanocomposite were investigated for the synthesis of distyrylbenzene and 9,10-distyrylanthracene derivatives. This method shows obvious advantages, such as the recyclability of the catalyst, simple experimental operation, and the obtaining of good to excellent yields.

N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids

A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also be achieved even by using the less reactive mesylates as the substrates. It is worthy of noting here that this is the first example of NHC-Pd(II) complex-catalyzed Suzuki-Miyaura coupling of aryl sulfonates with arylboronic acids, enriching an inexpensive, convenient, and alternative method for the synthesis of biaryl compounds.

Biaryl construction through kumada coupling with diaryl sulfates as one-by-one electrophiles under mild conditions

(Figure presented) Diaryl sulfates were successfully applied as one-by-one organo electrophiles in Kumada coupling to construct biaryls with the emission of harmless Inorganic salts.

Synthetically Useful Aryl-Aryl Bond Formation via Grignard Generation and Trapping of Arynes. A One Step Synthesis of p-Terphenyl and Unsymmetric Biaryls

A one-pot route to p-terphenyls is described.Addition of 1,4-dibromo-2,5-diiodobenzene, 1, to excess aryl Grignard reagent gives the terphenyl di-Grignard 2 and the trihalo mono-Grignard 5.After aqueous quench, p-terphenyls are isolated in 30percent to 50percent yield (Table I).This yield can be improved to 70-80percent by adding potassium tert-butoxide or lithium tetramethylpiperidide to the reaction mixture prior to workup.Mechanisms involving organometallic aryne intermediates are proposed.With o-bromoiodoarenes in place of tetrahaloarenes the method can be adapted to prepare unsymmetric biaryls in good yield (Table II).