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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
  • HazMat Fee +

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    The shipment is processed through FedEx Ground under the Limited Quantity option.

    Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

    If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

*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

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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.

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

Computational Chemistry Data

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

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

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