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CS-W001157 4
Total: USD 88.00

3,4,5-Tribromo-1H-pyrazole

  • CAS No. 17635-44-8

  • Cat. No. CS-W002185
  • Purity≥95%
  • MDL No.MFCD00040248

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

3,4,5-Tribromo-1H-pyrazole|CS-W002185

Structure of 17635-44-8

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General Information

  • CAS No. 17635-44-8
  • Cat. No. CS-W002185
  • Purity ≥95%
  • MDL No. MFCD00040248
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃HBr₃N₂
  • Molecular Weight 304.77
  • Synonym(s) 3,4,5-Tribromopyrazole
  • SMILES Brc1[nH]nc(c1Br)Br

Description

3,4,5-Tribromo-1H-pyrazole features three bromine substituents positioned at the 3, 4, and 5 ring carbons of the pyrazole core, imparting high electron deficiency and enhanced reactivity in cross-coupling transformations. This tribrominated scaffold serves as a robust building block for synthesizing functionalized heterocycles under palladium-catalyzed conditions. The molecule exhibits excellent stability under standard bench protocols and facilitates efficient derivatization through Suzuki-Miyaura or Stille coupling processes.

Application

3,4,5-Tribromo-1H-pyrazole serves as a versatile brominated heterocyclic building block for the synthesis of functionalized pyrazole derivatives. Its three adjacent bromine substituents enable sequential palladium-catalyzed cross-coupling reactions, facilitating the construction of complex molecular architectures with high regiocontrol. The compound exhibits excellent bench stability and is compatible with a range of standard synthetic transformations, making it a practical reagent for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      923035-87-4
    • ~94%
    • In-stock
      3,4,5-Tribromo-1H-pyrazole|CS-W002185
      17635-44-8

    References

    • Iddon, Brian; Tonder, Janne Ejrnaes; Hosseini, Masood; Begtrup, Mikael Tetrahedron, 2007 , vol. 63, # 1 p. 56 - 61
  • Route2

    References

    • Rheingold, Arnold L.; Liable-Sands, Louise M.; Incarvito, Christopher L.; Trofimenko, Swiatoslaw Journal of the Chemical Society, Dalton Transactions, 2002 , # 11 p. 2297 - 2301
  • Route3

    References

    • Akopyan Russian Journal of General Chemistry, 2007 , vol. 77, # 9 p. 1652 - 1653

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P305+P351+P338

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.6972
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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