53092-64-1

Basic information

• Product Name: 2,2''-dimethyl-p-terphenyl
• Synonyms: 1,4-Bis(2-methylphenyl)benzene;2,2''-Dimethyl-1,1':4',1''-terbenzene;Einecs 258-357-5;2,2''-dimethyl-1,1':4',1''-terphenyl
• CAS NO: 53092-64-1
• Molecular Formula: C₂₀H₁₈
• Molecular Weight: 258.36
• EINECS: 258-357-5
• Mol File: 53092-64-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 145.5-146 °C(Solv: hexane (110-54-3))
• Boiling Point: 394.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.022±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,2''-dimethyl-p-terphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2''-dimethyl-p-terphenyl(53092-64-1)
• EPA Substance Registry System: 2,2''-dimethyl-p-terphenyl(53092-64-1)

Safety Data

• Hazardous Substances Data: 53092-64-1(Hazardous Substances Data)

Usage

General Description

2,2''-dimethyl-p-terphenyl, also known as 2,2''-dimethyl-1,1''-biphenyl-4,4''-dicarbonitrile, is a chemical compound with the molecular formula C20H18. It is a colorless, crystalline solid that is used in various applications, including as a high-temperature heat transfer fluid and as a component in liquid crystal displays. It has a high thermal stability and low vapor pressure, making it suitable for use in high-temperature environments. 2,2''-dimethyl-p-terphenyl is also used as a solvent and as a starting material for the synthesis of other organic compounds. It is important to handle this chemical with care and follow safety protocols, as it can cause irritation to the skin and eyes.

Upstream product

• 106-39-8 bromochlorobenzene 
• 932-31-0 ortho-tolylmagnesium bromide 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 33872-80-9 o-tolyl magnesium chloride 
• 6699-93-0 (2-methylphenyl)lithium 
• 345292-51-5 1,4-Diphenyl-1,4-cyclohexandiol 
• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 615-37-2 ortho-methylphenyl iodide 
• 99770-93-1 benzene-1,4-diboronic acid bispinacol ester 
• 16419-60-6 2-Methylphenylboronic acid 
• 106-46-7 para-dichlorobenzene 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 39179-15-2 6,13-Dimethyldibenzanthracen 
• 53092-66-3 2,2''-Bis(cyanomethyl)-p-terphenyl 

Relevant articles and documents

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 Ligand-Controlled Chemodivergent Suzuki-Miyaura Cross Coupling

Two N-heterocyclic carbene ligands provide orthogonal chemoselectivity during the Pd-catalyzed Suzuki-Miyaura (SM) cross-coupling of chloroaryl triflates. The use of SIPr [SIPr = 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene] leads to selective cross-coupling at chloride, while the use of SIMes [SIMes = 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene] provides selective coupling at triflate. With most chloroaryl triflates and arylboronic acids, ligand-controlled selectivity is high (≥10:1). The scope of this methodology is significantly more general than previously reported methods for selective SM coupling of chloroaryl triflates using phosphine ligands. Density functional theory studies suggest that palladium's ligation state during oxidative addition is different with SIMes compared to SIPr.

Organozinc-Mediated Direct C?C Bond Formation via C?N Bond Cleavage of Ammonium Salts

We report a direct cross-coupling reaction between diarylzinc (Ar2Zn) and aryltrimethylammonium salts (ArNMe3 +??OTf) in the presence of LiCl, via C?N bond cleavage. The reaction takes place smoothly upon heating in THF without any external catalyst, enabling an efficient and chemoselective formation of biaryl products. Mechanistic studies indicate that the reaction proceeds through a single electron transfer route.