4,4′-bipyridine cas 553-26-4

Chemical Name: 4,4′-Bipyridine
CAS: 553-26-4
Molecular Fomula:C10H8N2
Molecular Weight:156.18
Appearance: White Powder
Purity: 99%

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Comprehensive Guide to 4,4′-Bipyridine (CAS 553-26-4)

Table of Contents

1. Product Overview & Specifications

4,4′-Bipyridine (CAS 553-26-4) is a bipyridine compound consisting of two pyridine rings connected at the 4-positions. It serves as a versatile ligand in coordination chemistry and material science.

Parameter Specification
CAS Number 553-26-4
Molecular Formula C₁₀H₈N₂
Molecular Weight 156.18 g/mol
Appearance White to off-white crystalline powder
Purity ≥98% (HPLC)
Solubility Soluble in ethanol, DMF, DMSO; slightly soluble in water

2. Key Applications of 4,4′-Bipyridine

  • Coordination Chemistry: Acts as a bridging ligand for synthesizing metal-organic frameworks (MOFs) and coordination polymers.
  • Pharmaceutical Intermediates: Used in the synthesis of antiviral and anticancer agents.
  • Catalysis: Facilitates cross-coupling reactions in organic synthesis.
  • Electroactive Materials: Key component in redox-active systems for batteries and sensors.

3. Usage Guidelines

  • Store in a cool, dry place at 2-8°C under inert gas (e.g., nitrogen).
  • Use personal protective equipment (PPE) when handling due to potential toxicity.
  • Recommended concentration: 0.1-10 mM in organic solvents for MOF synthesis.

4. Comparative Analysis with Similar Compounds

Compound CAS Number Key Difference
2,2′-Bipyridine 366-18-7 Stronger metal-binding affinity but less versatile in MOF design
1,2-Bis(4-pyridyl)ethane 4918-97-6 Flexible linker with lower thermal stability

5. Industry Case Studies

Case Study 1: MOF Synthesis for Gas Storage

Client: A European energy research institute
Application: Used 4,4′-bipyridine as a rigid linker to create a high-surface-area MOF for hydrogen storage (capacity: 2.3 wt% at 77 K).

Case Study 2: Anticancer Drug Development

Client: A US-based pharmaceutical company
Application: Employed 4,4′-bipyridine derivatives to synthesize platinum(II) complexes showing IC₅₀ = 1.2 µM against lung cancer cells.

Case Study 3: Redox Flow Battery Optimization

Client: An Asian battery manufacturer
Application: Integrated 4,4′-bipyridine-based electrolytes to achieve 89% energy efficiency over 500 charge-discharge cycles.

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