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CS-W001157 4
Total: USD 88.00

2-Bromo-6-(bromomethyl)pyridine

  • CAS No. 83004-10-8

  • Cat. No. CS-W005793
  • Purity≥96%
  • MDL No.MFCD07368202

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

2-Bromo-6-(bromomethyl)pyridine|CS-W005793

Structure of 83004-10-8

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General Information

  • CAS No. 83004-10-8
  • Cat. No. CS-W005793
  • Purity ≥96%
  • MDL No. MFCD07368202
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight None
  • Synonym(s) None
  • SMILES BrCC1=CC=CC(Br)=N1

Description

2-Bromo-6-(bromomethyl)pyridine features a bromomethyl group at the pyridine ring's 6-position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The pendant bromide offers orthogonal reactivity, facilitating sequential derivatization. This bifunctional architecture supports modular synthesis of complex heterocyclic scaffolds under mild conditions.

Application

2-Bromo-6-(bromomethyl)pyridine serves as a versatile dihalogenated building block for constructing complex heterocyclic scaffolds. The bromomethyl group enables efficient functionalization via nucleophilic substitution, while the pyridine ring provides a stable platform for further derivatization. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions make it well-suited for synthetic routes in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 129, # 21 p. 6720 - 6721
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 10 p. 2800 - 2803
  • Route3
    • In-stock
      2-Bromo-6-methylpyridine|CS-W002190
      5315-25-3
    • ~67%
    • In-stock
      2-Bromo-6-(bromomethyl)pyridine|CS-W005793
      83004-10-8
    • null|null
      82315-66-0

    References

    • Tetrahedron Letters, , vol. 43, # 9 p. 1697 - 1700

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.739
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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