7654-51-5

Basic information

• Product Name: 2,2'-BI-4-LEPIDINE
• Synonyms: 2,2'-BI-4-LEPIDINE;2,2'-DI-4-LEPIDYL;4,4'-DIMETHYL-2,2'-BIQUINOLINE;Bilepidine;2,2'-Bi(4-methylquinoline);2,2'-Bi[4-methylquinoline];2,2'-Di-4-lepidyl 4,4'-Dimethyl-2,2'-biquinoline
• CAS NO: 7654-51-5
• Molecular Formula: C₂₀H₁₆N₂
• Molecular Weight: 284.35
• Product Categories: Alkylquinolines;Quinolines
• Mol File: 7654-51-5.mol

Chemical Properties

• Melting Point: 280 °C
• Boiling Point: 466.6°C at 760 mmHg
• Flash Point: 204.3°C
• Appearance: /
• Density: 1.175g/cm³
• Vapor Pressure: 1.94E-08mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: 2,2'-BI-4-LEPIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BI-4-LEPIDINE(7654-51-5)
• EPA Substance Registry System: 2,2'-BI-4-LEPIDINE(7654-51-5)

Safety Data

• Hazardous Substances Data: 7654-51-5(Hazardous Substances Data)

Usage

Uses

Used in Materials Science:
2,2'-BI-4-LEPIDINE is used as a component in the development of luminescent materials and electrochromic devices, leveraging its chemical properties to enhance the performance and functionality of these advanced materials.
Used in Catalysis:
2,2'-BI-4-LEPIDINE is utilized as a catalyst or catalyst precursor, contributing to the efficiency and selectivity of various chemical reactions, thereby playing a crucial role in the advancement of catalytic processes.
Used as a Ligand in Metal Complex Formation:
In the field of coordination chemistry, 2,2'-BI-4-LEPIDINE is used as a ligand to form metal complexes, which can exhibit a range of interesting properties and applications, such as in sensing, molecular recognition, and catalysis.

InChI:InChI=1/C20H16N2/c1-13-11-19(21-17-9-5-3-7-15(13)17)20-12-14(2)16-8-4-6-10-18(16)22-20/h3-12H,1-2H3

Upstream product

• 634-47-9 2-chloro-4-methylquinoline 
• 64658-04-4 2-bromo-4-methyl-quinoline 
• 21948-75-4 2-methylsulfinylpyridine 
• 4053-40-1 4-methylquinoline 1-oxide 
• 607-66-9 4-methylquinolin-2-ol 
• 40073-96-9 N-[2-(1-methylethenyl)phenyl]formamide 
• 112158-32-4 1-isocyano-2-(1-methylethenyl)benzene 
• 87512-28-5 2-chloro-6-methylsulfinyl pyridine 
• 148352-47-0 N,N'-Bis-(2-isopropenyl-phenyl)-oxalamide 
• 607-65-8 2-iodo-4-methylquinoline 
• 140-88-5 ethyl acrylate 
• 107-13-1 acrylonitrile 
• 100-42-5 styrene 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 

Relevant articles and documents

Organic optoelectronic functional material and application thereof

The invention belongs to the field of organic electroluminescent devices, and discloses an organic electroluminescent material containing a diquinolyl structure and application of the organic electroluminescent material. By using the organic electroluminescent material provided by the invention as an electron transport material, the produced device has good electron mobility and relatively-balanced current carrier transmission property, and the improvement efficiency of the device is facilitated. In addition, the organic electroluminescent material provided by the invention also can be furtherblended with a hole type main body material so as to form an exciplex; by using the exciplex as a co-subject material, the efficiency and the stability of the produced device are both improved obviously.

Transition Metal Free Homocoupling of Unactivated Electron Deficient Azaarenes

This work has established the first direct homocoupling of unactivated electron deficient azaarenes in the presence of TMPMgCl (2,2,6,6 tetramethylpiperidinylmagnesium chloride) and TMEDA (tetramethylethylenediamine). In this process, no transition metal was used while freely available air was employed as the oxidant. The investigated successful substrates included quinolines, isoquinoline, 3 phenylated pyridines, and 2 phenylated quinoxalines, giving moderate to high yields. The homocoupling of quinolines was effectively scaled up to one gram in high yield. Additionally, an iridium complex of 6,6′ dimethyl 2,2′ biquinoline was prepared and characterized as an efficient red emitting material.

Method for preparing symmetric dimer of nitrogen heterocyclic ring aromatic compound

The invention discloses a method for preparing a symmetric dimer of a nitrogen heterocyclic ring aromatic compound, a product prepared by the method and application of the product. The method comprises the following steps: adding a solvent in which a Grignard reagent is dissolved into a reaction container under protection of an inert gas, and slowly dropwise adding secondary amine into the Grignard reagent solution; then, adding a second kind of solvent into the reaction container to dissolve the product obtained in the reaction of the Grignard reagent and the secondary amine, adding a nitrogen complex reagent into the mixture, complexing, and adding a nitrogen heterocyclic ring aromatic compound to react at 20-200 DEG C; and quenching the reaction after the reaction is completed, and oxidizing the reaction product with air or oxygen to transform the reaction product into the symmetric dimer of the nitrogen heterocyclic ring aromatic compound. The method does not need transition metal, can be used for reducing production cost and environmental pollution, has an environment-friendly process, and can be used for preparing a series of novel compounds with illumination performance or pharmacological activity.

Mechanistic insights into the potassium: Tert -butoxide-mediated synthesis of N-heterobiaryls

We report herein that symmetrical and non-symmetrical N-heterobiaryls are produced by a potassium tert-butoxide-mediated dimerization of heterocyclic N-oxides. The reaction is scalable and transition metal-free, and can be carried out under thermal and microwave conditions. Preliminary mechanistic studies point to the involvement of radical anionic intermediates arising from the N-oxide substrates and potassium tert-butoxide.

Synthesis of 2,2′-biquinolines from o-isocyanostyrenes

The heating of o-isocyanostyrenes (1) in diglyme at reflux temperature for 2 h afforded the corresponding 2,2′-biquinolines (2) via a coupling/electrocyclic reaction in fair-to-good yields.

Chemiluminescence of 1,1′-biisoquinolinium and 2,2′-biquinolinium salts. Reactions of electron-rich olefins with molecular oxygen

2,2′-Dialkyl-1,1′-biisoquinolylidenes (BIQ), having been prepared by two-electron reduction of the corresponding diquaternary salts BIQ2+(X-)2, react with triplet dioxygen to produce chemiluminescence (CL). In aprotic solvents, the kinetics of the reaction are first-order with respect to the concentrations of the substrate and of oxygen. The second-order rate constants at 25°C increase in the order DMF 2, although this process is endothermic in all three solvents. In non-polar solvents such as benzene, the reaction proceeds much more slowly. From these results, a reaction mechanism is proposed as follows. An ET or partial charge-transfer gives a radical ion pair {BIQ.+ ... O2.-} or a CT complex, in which intersystem crossing takes place from the triplet to the singlet state, and then radical coupling at the 1-position followed by cyclisation yields a 1,2-dioxetane, the postulated intermediate of the CL reaction. An electron-rich olefin having a closely related structure, 1,1′-dimethyl-2,2′-bisquinolylidene (BQ), shows a similar redox behaviour to that of BIQ. Reaction of BQ with O2 produces CL, and the emitter has been identified as the singlet excited state of 1-methyl-2(1H)-quinolinone 8a. The effects of substituents in the quinoline ring on the autoxidation rate have been investigated in MeCN and DMSO. An olefin having the more negative oxidation potential shows the higher reactivity to O2, suggesting that the autoxidation of BQ should take place via a similar reaction pathway as that of BIQ.

Electrocatalytic Oxidative Coupling of Methylquinolines on TEMPO-modified Graphite Felt Electrodes

2- and 4-Methylquinolines were oxidized to 2,2'-dimethyl-4,4'-biquinolyl and 4,4'-dimethyl-2,2'-biquinolyl, respectively, both in ca. 94percent isolated yield and ca. 90percent current efficiency on a graphite felt electrode coated with a thin poly(acrylic acid) layer containing 4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl (4-amino-TEMPO).The reaction proceeds via electrocatalytic oxidation of the modified-TEMPO species.The electrode was not inactivated during electrolysis and could be used repeatedly.

A facile synthesis of some new 3H-pyrrolo[2,3-c]quinoline derivatives from 4-formylquinolines

A number of ethyl 3H-pyrrolo[2,3-c]quinoline-2-carboxylates have been prepared directly by condensation of ethyl azidoacetate with 4-formylquinolines, available from o-(1-methylethenyl)aniline by sequential treatment with acid chlorides, phosphorus oxychl

Studies on Pyrimidine Derivatives. XXX. The Palladium-Catalyzed Cross-Coupling Reaction of Iodopyrimidines with Terminal Olefinic Compounds

The influence of triphenylphosphine, used as a ligand, on the palladium-catalyzed cross-coupling reaction of iodopyrimidines with olefins such as ethyl acrylate, acrylonitrile, and styrene was investigated.In general, the addition of triphenylphosphine was concluded to retard the reaction in the pyrimidine series.The effect of triphenylphosphine in the monoazine series is also discussed.Keywords - palladium catalyst; carbon-carbon bond formation; homo-coupling reaction of N-heteroaromatic iodide; raction conditions; six-membered N-heteroaromatic iodide; substituted ethenylpyrimidine