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CS-W001157 4
Total: USD 88.00

2-Bromo-6-iodopyridine

  • CAS No. 234111-08-1

  • Cat. No. CS-W012247
  • Purity≥98%
  • MDL No.MFCD08059557

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

2-Bromo-6-iodopyridine|CS-W012247

Structure of 234111-08-1

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General Information

  • CAS No. 234111-08-1
  • Cat. No. CS-W012247
  • Purity ≥98%
  • MDL No. MFCD08059557
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrIN
  • Molecular Weight 283.89
  • Synonym(s) 6-BROMO-2-IODOPYRIDINE
  • SMILES IC1=CC=CC(Br)=N1

Description

2-Bromo-6-iodopyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling transformations. The bromine and iodine substituents enable sequential functionalization under palladium catalysis, offering precise control in building complex heterocyclic architectures. This compound serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

2-Bromo-6-iodopyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted pyridines via palladium-catalyzed reactions. The orthogonal halogen reactivity—bromine more reactive than iodine—facilitates sequential functionalization, while the molecule exhibits excellent bench stability and compatibility with standard reaction conditions. Its defined substitution pattern supports predictable regiochemistry in C–C and C–heteroatom bond formation, making it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Trecourt, Francois; Breton, Gilles; Bonnet, Veronique; Mongin, Florence; Marsais, Francis; Queguiner, Guy Tetrahedron, 2000 , vol. 56, # 10 p. 1349 - 1360
  • Route2
    • null|null
      109-04-6
    • ~88%
    • In-stock
      2-Bromo-6-iodopyridine|CS-W012247
      234111-08-1

    References

    • Imahori; Uchiyama; Sakamoto; Kondo Chemical Communications, 2001 , # 23 p. 2450 - 2451
  • Route3

    References

    • Holmes, Brian T.; Pennington, William T.; Hanks Molecules, 2002 , vol. 7, # 5 p. 447 - 455

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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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.4487
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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