5006-39-3

Basic information

• Product Name: 1,1'-Biphenyl, 2,3,3',4'-tetramethyl-
• CAS NO: 5006-39-3
• Molecular Formula: C16H18
• Molecular Weight: 210.319
• Mol File: 5006-39-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 2,3,3',4'-tetramethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 2,3,3',4'-tetramethyl-(5006-39-3)
• EPA Substance Registry System: 1,1'-Biphenyl, 2,3,3',4'-tetramethyl-(5006-39-3)

Safety Data

• Hazardous Substances Data: 5006-39-3(Hazardous Substances Data)

Usage

General Description

1,1'-Biphenyl, 2,3,3',4'-tetramethyl- is a chemical compound with the molecular formula C18H18. It is a derivative of biphenyl, which is a common component found in a variety of industrial and consumer products. This particular compound has four methyl groups attached to different positions on the biphenyl structure, making it highly stable and resistant to chemical reactions. It is used as a building block in the synthesis of various organic compounds, and has applications in the production of polymers, dyes, and pharmaceuticals. Despite its widespread use, the compound has been subject to restrictions and regulations due to potential environmental and health concerns.

Upstream product

• 95-47-6 o-xylene 
• 615-60-1 4-chloro-1,2-dimethylbenzene 
• 608-23-1 3-chloro-o-xylene 
• 583-71-1 4-bromo-o-xylene 
• 31599-60-7 1-iodo-2,3-dimethylbenzene 
• 31599-61-8 3,4-dimethyliodobenzene 

Relevant articles and documents

Discovery and mechanistic investigation of Pt-catalyzed oxidative homocoupling of benzene with PhI(OAc)2

We present a Pt-catalyzed direct coupling of benzene to biphenyl. This catalytic reaction employs a cyclometalated platinum(ii) complex [PtMe(bhq)(SMe2)] (bhq = benzo[h]quinolate) with PhI(OAc)2 as an oxidant and does not require an acid, a co-catalyst or a solvent. The reaction kinetics and characterization of potential catalytic species are reported. The reaction is first-order in Pt and second-order in benzene, which implicates the second C-H activation step as rate-determining. A Pt(ii)/Pt(iv) catalytic cycle is suggested. The reaction commences by oxidation of the Pt(ii) complex to give the platinum(iv) species [Pt(bhq)(SMe2)(OAc)2](OAc) followed by C-H activation of benzene to afford the intermediate [PtPh(bhq)(SMe2)(OAc)](OAc) concurrently with the release of HOAc. A second benzene molecule reacts similarly to give the diphenyl intermediate [PtPh2(bhq)(SMe2)](OAc). C-C bond forming reductive elimination ensues to regenerate Pt(ii) and complete the catalytic cycle. The proposed mechanism has been examined by DFT computations, which provide support to experimental findings.

Palladium-Catalyzed Cross-Dehydrogenative Coupling of o-Xylene: Evidence of a New Rate-Limiting Step in the Search for Industrially Relevant Conditions

An efficient cross-dehydrogenative coupling of o-xylene under neat conditions, which brings important industrial benefits towards the synthesis of a monomer used in polyimide resins, is reported. The catalyst based on the combination of Pd/N ligand/carboxylate=1:1:2 does not require a Cu cocatalyst and proceeds at 11 bar of O2 pressure. Evaluation of the deuterium kinetic isotope effect (KIE) provides evidence for three different rate-determining steps, which depend on the reaction conditions (medium, temperature). Under the reported neat conditions, the dissociation of a carboxylate-bridged dimer to generate a more reactive monometallic Pd species is proposed to be the rate-limiting step.

A four methyl biphenyl isomer preparation method

The invention discloses a preparation method of tetramethylbiphenyl isomers. By adopting an alkyl-substituted tetrahydrofuran with a boiling point of above 80 DEG C, low toxicity and non water solubility as a solvent system, halogenated o-xylene as a raw material, magnetism as a reducing agent, and a complex formed by salts of transition metals such as nickel, copper, iron, magnesium or cobalt, or additives such as organophosphorus and organic amine as a catalyst, 3,3'4,4'-tetramethylbiphenyl, 2,3'3,4'-tetramethylbiphenyl and 2,2'3,3'-tetramethylbiphenyl isomers are prepared by adopting a coupled reaction. According to the preparation method, the cyclic utilization rate of the solvent reaches above 90 percent, and the yield of compounds of the tetramethylbiphenyl isomers reaches 85-95 percent.