4,4'-Bipyridine

Base Information

  • PRODUCT:4,4'-Bipyridine
  • CAS.:553-26-4
  • MF:C10H8N2
  • Molecular Weight:156.187
  • Purity:99%

Product Details

CAS: 553-26-4

MF: C10H8N2

Appearance: off-white to tan powder

Reliable factory customized supply 4,4'-Bipyridine 553-26-4

  • Molecular Formula:C10H8N2
  • Molecular Weight:156.187
  • Appearance/Colour:off-white to tan powder 
  • Melting Point:109-112 °C(lit.) 
  • Refractive Index:1.6057 (estimate) 
  • Boiling Point:304.8 °C at 760 mmHg 
  • PKA:pK1:3.17(+2);pK2:4.82(+1) (25°C) 
  • Flash Point:104.3 °C 
  • PSA:25.78000 
  • Density:1.106 g/cm3 
  • LogP:2.14360 

 

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4,4'-Bipyridine 553-26-4 infomation

4,4′-Bipyridine is a heterocyclic compound consisting of two pyridine rings connected at the para-positions. It is widely utilized as a building block in advanced materials, especially within supramolecular chemistry, where it functions as a bidentate ligand in coordination frameworks like COFs and MOFs due to its electro- and photo-responsive properties. A prominent derivative class, viologens (N,N′-disubstituted 4,4′-bipyridines), exhibit diverse multifunctional characteristics such as electrochromism, making them suitable for high-tech applications including molecular motors, switches, and sensors. Viologens can undergo electron reduction, yielding colorful, stable radical cations with tunable electronic and optical properties based on their substituents and counterions. This tunability extends to various environmental stimuli, positioning viologens and 4,4′-bipyridine derivatives as essential components in developing materials responsive to light, heat, and solvent polarity, with applications in fields like glucose sensing and liquid crystalline systems.

553-26-4 Relevant articles

Intramolecular Electron Transfer from Pentacyanoferrate(II) to Pentaaminecobalt(III) with 3,3'-Dimethyl-4,4'-bipyridine, 4,4'-Bipyridylacetylene, 1,4-Bis(4-pyridyl)butadiyne, 2,7-Diazapyrene, and 3,8-Phenanthroline as Bridging Ligands: Adiabaticity and th

Lee, Gyu-Hwan,Ciana, Leopoldo Della,Haim, Albert

, p. 2535 - 2541 (1989)

Rate constants for intramolecular electr...

A Porous Framework Polymer Based on a Zinc(II) 4,4‘-Bipyridine-2,6,2‘,6‘-tetracarboxylate:  Synthesis, Structure, and “Zeolite-Like” Behaviors

Xiang Lin,Alexander J. Blake,Claire Wilson,Xue Zhong Sun,Neil R. Champness,Michael W. George,Peter Hubberstey,Robert Mokaya,Martin Schröder

, J. Am. Chem. Soc. 2006, 128, 33, 10745–10753

The robust metal−organic framework compound {[Zn2(L)]·4H2O}∞I has been synthesized by hydrothermal reaction of ZnCl2 and 4,4‘-bipyridine-2,6,2‘,6‘-tetracarboxylic acid (H4L). Compound I crystallizes in a chiral space group, P42212, with the chirality generated by the helical chains of hydrogen-bonded guest water molecules rather than by the coordination framework.

Mono- and Di-Quaternized 4,4′-Bipyridine Derivatives as Key Building Blocks for Medium- and Environment-Responsive Compounds and Materials

Raffaello Papadakis 1,2

, Molecules 2020, 25(1), 1;

Emphasis is placed on solvent-/medium- and environment-responsive 4,4′-bipyridine derivatives. Two important classes of 4,4′-bipyridine-based products with solvatochromic and/or environment-responsive character are reviewed: viologens (i.e., N,N′-disubstituted derivatives) and monoquats (i.e., monosubstituted 4,4′-bipyridine derivatives). The multifunctional nature of these derivatives is analyzed and structure–property relations are discussed in connection to the role of these derivatives in various novel applications.

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