6153-92-0

Basic information

• Product Name: 4,4'-DIPHENYL-2,2'-BIPYRIDINE
• Synonyms: 2,2'-Bipyridine, 4,4'-diphenyl-;4,4’-diphenyl-2’-bipyridine;4,4'-DIPHENYL-2,2'-BIPYRIDINE;4,4'-DIPHENYL-2,2'-DIPYRIDYL;TIMTEC-BB SBB008709;4,4'-DIPHENYL-2,2'-DIPYRIDYL, TECH.;Einecs 228-174-5;4,4'-Diphenyl-2,2'-bipyridine 98%
• CAS NO: 6153-92-0
• Molecular Formula: C₂₂H₁₆N₂
• Molecular Weight: 308.38
• EINECS: 228-174-5
• Product Categories: D;Stains and Dyes;Stains&Dyes, A to
• Mol File: 6153-92-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 188-190 °C(lit.)
• Boiling Point: 475.2 °C at 760 mmHg
• Flash Point: 181.2 °C
• Appearance: /
• Density: 1.134 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.49±0.30(Predicted)
• CAS DataBase Reference: 4,4'-DIPHENYL-2,2'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIPHENYL-2,2'-BIPYRIDINE(6153-92-0)
• EPA Substance Registry System: 4,4'-DIPHENYL-2,2'-BIPYRIDINE(6153-92-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6153-92-0(Hazardous Substances Data)

Usage

General Description

4,4'-diphenyl-2,2'-bipyridine is a chemical compound with the molecular formula C24H16N2. It is a bipyridine derivative and is often used as a ligand in coordination chemistry. 4,4'-DIPHENYL-2,2'-BIPYRIDINE is commonly utilized in the field of catalysis and as a building block for various organometallic complexes. It exhibits strong photophysical properties and has been investigated for its potential applications in light-emitting diodes (LEDs) and other optoelectronic devices. Additionally, 4,4'-diphenyl-2,2'-bipyridine has shown potential for use in the development of new materials and in the study of electron transfer processes.

Upstream product

• 939-23-1 p-phenylpyridine 
• 1131-61-9 4-Phenylpyridine 1-oxide 
• 51595-55-2 4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide 
• 84175-09-7 4,4'-dibromo-2,2'-bipyridine N,N'-dioxide 
• 7275-43-6 [2,2']bipyridinyl 1,1'-dioxide 
• 18511-71-2 4,4'-dibromo-2,2'-bipyridine 
• 98-80-6 phenylboronic acid 
• 366-18-7 [2,2]bipyridinyl 
• 31790-57-5 {tris(4,4'-diphenyl-2,2'-bipyridine)ruthenium(II)}Cl₂ 
• 60781-83-1 4-phenyl-pyridin-2-ylamine 
• 54151-74-5 2-bromo-4-phenylpyridine 
• 92-52-4 biphenyl 

Downstream Products

• 185019-10-7 Co(C₁₀H₆N₂(C₆H₅)2)(C₆H₂O₂(C(CH₃)3)2)2 
• 134438-71-4 fac-(4,4'-diphenyl-2,2'-bipyridine)chlororhenium(I)(CO)3 
• 123148-14-1 tris(4,4'-diphenyl-2,2'bbipyridine)ruthenium(II) hexafluorophosphate 
• 134438-71-4 Re(4,4'-diphenyl-2,2'-bipyridine)(CO)3Cl 
• 31790-57-5 {tris(4,4'-diphenyl-2,2'-bipyridine)ruthenium(II)}Cl₂ 
• 119998-56-0 {bis(1,10-phenanthroline)(4,4'-diphenyl-2,2'-bipyridine)ruthenium(II)}Cl₂ 
• 130536-68-4 6,6'-dimethyl-4,4'-diphenyl-2,2'-bipyridine 

Relevant articles and documents

Dehydrogenative Synthesis of 2,2′-Bipyridyls through Regioselective Pyridine Dimerization

2,2′-Bipyridyls have been utilized as indispensable ligands in metal-catalyzed reactions. The most streamlined approach for the synthesis of 2,2′-bipyridyls is the dehydrogenative dimerization of unfunctionalized pyridine. Herein, we report on the palladium-catalyzed dehydrogenative synthesis of 2,2′-bipyridyl derivatives. The Pd catalysis effectively works with an AgI salt as the oxidant in the presence of pivalic acid. A variety of pyridines regioselectively react at the C2-positions. This dimerization method is applicable for challenging substrates such as sterically hindered 3-substituted pyridines, where the pyridines regioselectively react at the C2-position. This reaction enables the concise synthesis of twisted 3,3′-disubstituted-2,2′-bipyridyls as an underdeveloped class of ligands.

MANUFACTURING METHOD OF BIPYRIDYL COMPOUND

PROBLEM TO BE SOLVED: To provide various bipyridyl compounds by a reaction less in process number with a relief condition and short time. SOLUTION: A compound represented by the general formula, where Y represents a hydrogen atom or a nitrogen atom, R1 represents a cyano group, a halogen atom, an alkyl group which may be substituted, an alkoxy group which may be substituted, an aryl group which may be substituted, a heteroaryl group which may be substituted or a silyl group which may be substituted, n represents an integer of 0 to 4 and 2 R1 binding same benzene ring may bind each other to form a ring when n is 2 or more. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Electronic optimization of heteroleptic Ru(II) bipyridine complexes by remote substituents: Synthesis, characterization, and application to dye-sensitized solar cells

We prepared a series of new heteroleptic ruthenium(II) complexes, Ru(NCS)2LL0 (3a-3e), where L is 4,40-di(hydroxycarbonyl)-2,20-bipyridine and L0 is 4,40-di(p-Xphenyl)- 2,20-pyridine (X = CN (a), F (b), H (c), OMe (d), and NMe2 (e)), in an attempt to explore the structure-activity relationships in their photophysical and electrochemical behavior and in their performance in dye-sensitized solar cells (DSSCs). When substituent X is changed from electron-donating NMe2 to electron-withdrawing CN, the absorption and emission maxima reveal systematic bathochromic shifts. The redox potentials of these dyes are also significantly influenced by X. The electronic properties of the dyes were theoretically analyzed using density functional theory calculations; the results show good correlations with the experimental results. The solar-cell performance of DSSCs based on dye-grafted nanocrystalline TiO2 using 3a-3e and standard N3 (bis[(4,40-carboxy-2,20-bipyridine)(thiocyanato)]ruthenium(II)) were compared, revealing substantial dependences on the dye structures, particularly on the remote substituent X. The 3d-based device showed the best performance: η = 8.30%, JSC = 16.0 mA 3 cm-2, VOC = 717 mV, and ff = 0.72. These values are better than N3-based device. 2011 American Chemical Society. 2011 American Chemical Society.