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CS-W001157 4
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2,6-Dibromo-3-hydroxypyridine

  • CAS No. 6602-33-1

  • Cat. No. CS-W023062
  • Purity≥95%
  • MDL No.None

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

2,6-Dibromo-3-hydroxypyridine|CS-W023062

Structure of 6602-33-1

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General Information

  • CAS No. 6602-33-1
  • Cat. No. CS-W023062
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Br₂NO
  • Molecular Weight 252.89
  • Synonym(s) 2,6-Dibromo-3-pyridinol
  • SMILES OC1=CC=C(Br)N=C1Br

Description

2,6-Dibromo-3-hydroxypyridine features a pyridine core functionalized with bromine atoms at the 2 and 6 positions and a hydroxyl group at the 3 position. This arrangement imparts high reactivity for cross-coupling transformations while maintaining stability under standard handling conditions. The molecule serves as a key intermediate in the synthesis of brominated heterocycles used in medicinal chemistry and materials science.

Application

2,6-Dibromo-3-hydroxypyridine serves as a versatile building block for the synthesis of substituted pyridine derivatives, enabling direct functionalization at C3 via nucleophilic substitution or metal-catalyzed coupling. The hydroxyl group provides a handle for derivatization, while the dibromo substitution pattern facilitates sequential cross-coupling reactions. Its bench-stable crystalline form and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and materials science applications requiring precise heterocyclic scaffolding.

Synthesis

  • Route1

    References

    • Clark, Gary J.; Deady, Leslie W. Australian Journal of Chemistry, 1981 , vol. 34, # 4 p. 927 - 932
  • Route2

    References

    • Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E. Patent: US2003/45540 A1, 2003 ;
  • Route3

    References

    • Synthesis, , # 6 p. 497 - 498

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   33.12
  • LogP   2.3122
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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