Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

4,4'-Dibromo-2,2'-bipyridine

  • CAS No. 18511-71-2

  • Cat. No. CS-W004595
  • Purity≥96%
  • MDL No.MFCD00667763

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

4,4'-Dibromo-2,2'-bipyridine|CS-W004595

Structure of 18511-71-2

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 18511-71-2
  • Cat. No. CS-W004595
  • Purity ≥96%
  • MDL No. MFCD00667763
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆Br₂N₂
  • Molecular Weight 313.98
  • Synonym(s) 4,4-Dibromo-2,2-Bipyridine; 4,4'-Dibromo-2,2'-bipyridine
  • SMILES BrC1=CC(C2=CC(Br)=CC=N2)=NC=C1

Description

4,4'-Dibromo-2,2'-bipyridine features two bromine atoms at the 4,4' positions of the bipyridine scaffold, imparting enhanced electrophilicity and facilitating metal-ligand coordination in transition metal catalysis. This electron-deficient bipyridine derivative serves as a robust ligand for palladium and nickel complexes, enabling efficient cross-coupling reactions under mild conditions.

Application

4,4'-Dibromo-2,2'-bipyridine serves as a versatile building block in transition metal-catalyzed cross-coupling reactions, particularly in the synthesis of functionalized bipyridine scaffolds. Its bromine substituents enable efficient Pd-catalyzed coupling with boronic acids, stannanes, and other nucleophiles, facilitating the construction of biaryl architectures. The molecule exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis and downstream applications in catalysis and materials science.

Synthesis

  • Route1
    • null|null
      84175-09-7
    • ~90%
    • In-stock
      4,4'-Dibromo-2,2'-bipyridine|CS-W004595
      18511-71-2

    References

    • Inorganic Chemistry, , vol. 50, # 8 p. 3271 - 3280
  • Route2

    References

    • Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, , vol. 94, p. 340 - 345
  • Route3
    • null|null
      51595-55-2
    • ~72%
    • In-stock
      4,4'-Dibromo-2,2'-bipyridine|CS-W004595
      18511-71-2

    References

    • Heterocycles, , vol. 75, # 1 p. 57 - 64

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.6686
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 4,4'-Dibromo-2,2'-bipyridine sigma4,4'-Dibromo-2,2'-bipyridine manufacturer4,4'-Dibromo-2,2'-bipyridine price4,4'-Dibromo-2,2'-bipyridine structure4,4'-Dibromo-2,2'-bipyridine SDSbuy 4,4'-Dibromo-2,2'-bipyridine4,4'-Dibromo-2,2'-bipyridine supplier4,4'-Dibromo-2,2'-bipyridine uses4,4'-Dibromo-2,2'-bipyridine molecular weightprice of 4,4'-Dibromo-2,2'-bipyridine4,4'-Dibromo-2,2'-bipyridine chemical name formula of 4,4'-Dibromo-2,2'-bipyridine
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label