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CS-W001157 4
Total: USD 88.00

4,4'-Dichloro-2,2'-bipyridine

  • CAS No. 1762-41-0

  • Cat. No. CS-0085711
  • Purity≥97%
  • MDL No.None

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

4,4'-Dichloro-2,2'-bipyridine|CS-0085711

Structure of 1762-41-0

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General Information

  • CAS No. 1762-41-0
  • Cat. No. CS-0085711
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆Cl₂N₂
  • Molecular Weight 225.07
  • Synonym(s) 4,4'-DICHLORO-[2,2']BIPYRIDINYL
  • SMILES ClC1=CC(C2=CC(Cl)=CC=N2)=NC=C1

Description

4,4'-Dichloro-2,2'-bipyridine features two chlorine atoms at the 4-position of each pyridine ring, enhancing electron deficiency and enabling robust coordination with transition metals. This structural rigidity supports the formation of stable complexes in catalysis and materials chemistry. The dichloro substitution improves solubility in organic media and facilitates handling under standard bench conditions.

Application

4,4'-Dichloro-2,2'-bipyridine serves as a versatile building block in transition metal catalysis and ligand design, enabling efficient coordination to palladium, copper, and nickel centers. Its dichloro substitution enhances electronic modulation and facilitates cross-coupling reactions, particularly in Buchwald-Hartwig amination protocols. The compound exhibits good bench stability, ease of purification, and compatibility with diverse functional groups, making it a reliable scaffold for synthesizing functionalized bipyridyl ligands used in homogeneous catalysis and materials chemistry.

Synthesis

  • Route1
    • null|null
      84175-08-6
    • ~10%
    • In-stock
      4,4'-Dichloro-2,2'-bipyridine|CS-0085711
      1762-41-0

    References

    • Ladouceur, Sebastien; Swanick, Kalen N.; Gallagher-Duval, Shawn; Ding, Zhifeng; Zysman-Colman, Eli European Journal of Inorganic Chemistry, 2013 , # 30 p. 5329 - 5343
  • Route2

    References

    • Garcia-Lago, Ramon; Alonso-Gomez, Jose-Lorenzo; Sicre, Cristina; Cid, Maria-Magdalena Heterocycles, 2008 , vol. 75, # 1 p. 57 - 64
  • Route3
    • 4-Chloro-2-(trimethylsilyl)pyridine|CS-0316491
      139585-50-5
    • ~5%
    • 4-Chloropyridine|CS-0139547
      626-61-9
    • In-stock
      4,4'-Dichloro-2,2'-bipyridine|CS-0085711
      1762-41-0

    References

    • Organic and Biomolecular Chemistry, , vol. 9, # 6 p. 1768 - 1773

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.4504
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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