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CS-W001157 4
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5-bromopyridine-2-thiol

  • CAS No. 56673-34-8

  • Cat. No. CS-W005836
  • Purity≥95%
  • MDL No.MFCD09729468

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

5-bromopyridine-2-thiol|CS-W005836

Structure of 56673-34-8

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General Information

  • CAS No. 56673-34-8
  • Cat. No. CS-W005836
  • Purity ≥95%
  • MDL No. MFCD09729468
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNS
  • Molecular Weight 190.06
  • Synonym(s) 3-Bromo-6-mercaptopyridine
  • SMILES SC1=NC=C(Br)C=C1

Description

5-Bromopyridine-2-thiol delivers a reactive thiol group positioned ortho to a brominated pyridine ring, enabling efficient coupling in cross-coupling and bioconjugation workflows. The electron-deficient heterocycle enhances nucleophilicity of the sulfhydryl moiety, while the bench-stable nature facilitates handling under standard conditions.

Application

5-Bromopyridine-2-thiol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles via palladium-catalyzed cross-coupling reactions. The bromide and thiol groups offer orthogonal reactivity for sequential derivatization, while the molecule exhibits sufficient bench stability for routine handling. Its utility is well-established in constructing complex scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Firooznia, Fariborz; Gillespie, Paul; Lin, Tai-An; So, Sung-Sau Patent: US2012/309796 A1, 2012 ; Location in patent: Page/Page column 25 ;
  • Route2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 487, p. 105,115

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.1328
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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