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5,5'-Difluoro-2,2'-bipyridine

  • CAS No. 1041837-79-9

  • Cat. No. CS-0479925
  • Molecule weight192.16
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

5,5'-Difluoro-2,2'-bipyridine|CS-0479925

Structure of 1041837-79-9

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General Information

  • CAS No. 1041837-79-9
  • Cat. No. CS-0479925
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆F₂N₂
  • Molecular Weight 192.16
  • Synonym(s) None
  • SMILES FC1=CN=C(C=C1)C2=NC=C(F)C=C2

Description

5,5'-Difluoro-2,2'-bipyridine features two fluorine atoms at the 5-positions of the bipyridine core, enhancing electron deficiency and improving ligand stability. This configuration facilitates robust metal coordination in catalytic systems, particularly in palladium-catalyzed cross-coupling reactions. The molecule exhibits high bench stability and compatibility with standard synthetic protocols.

Application

5,5'-Difluoro-2,2'-bipyridine serves as a versatile ligand scaffold in transition metal catalysis, enabling efficient cross-coupling and complexation with palladium, nickel, and copper. The ortho-fluoro substitution enhances electronic modulation and improves solubility in polar solvents, facilitating purification and handling. Its stability under standard reaction conditions makes it suitable for iterative synthesis and catalyst development in pharmaceutical and materials chemistry applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H320
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P362

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.4218
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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