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CS-W001157 4
Total: USD 88.00

3,6-Dibromopyridazine

  • CAS No. 17973-86-3

  • Cat. No. CS-W019835
  • Purity≥98%
  • MDL No.MFCD00233947

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

3,6-Dibromopyridazine|CS-W019835

Structure of 17973-86-3

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General Information

  • CAS No. 17973-86-3
  • Cat. No. CS-W019835
  • Purity ≥98%
  • MDL No. MFCD00233947
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂N₂
  • Molecular Weight 237.88
  • Synonym(s) None
  • SMILES BrC1=NN=C(Br)C=C1

Description

3,6-Dibromopyridazine is a dibrominated pyridazine derivative featuring two bromine substituents at the 3 and 6 positions of the heterocyclic ring. This configuration imparts enhanced reactivity in cross-coupling transformations, enabling efficient C–C bond formation under palladium catalysis. The molecule exhibits good stability under standard handling conditions and serves as a key intermediate in the synthesis of functionalized pharmaceuticals and agrochemicals.

Application

3,6-Dibromopyridazine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions to access substituted pyridazine scaffolds. Its bromine substituents exhibit high reactivity in standard Suzuki, Stille, and Negishi couplings, facilitating the construction of biologically relevant frameworks. The compound demonstrates excellent bench stability and ease of purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Happ, Bobby; Pavlov, Georges M.; Altuntas, Esra; Friebe, Christian; Hager, Martin D.; Winter, Andreas; Goerls, Helmar; Guenther, Wolfgang; Schubert, Ulrich S. Chemistry - An Asian Journal, 2011 , vol. 6, # 3 p. 873 - 880
  • Route2

    References

    • US2858311 , ; Journal of the American Chemical Society, , vol. 76, p. 3225
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 23, p. 778

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.0016
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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