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CS-W001157 4
Total: USD 88.00

5-Bromobenzo[c][1,2,5]oxadiazole

  • CAS No. 51376-06-8

  • Cat. No. CS-W015642
  • Purity≥97%
  • MDL No.MFCD02682026

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

5-Bromobenzo[c][1,2,5]oxadiazole|CS-W015642

Structure of 51376-06-8

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General Information

  • CAS No. 51376-06-8
  • Cat. No. CS-W015642
  • Purity ≥97%
  • MDL No. MFCD02682026
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrN₂O
  • Molecular Weight 199.01
  • Synonym(s) 5-Bromo-2,1,3-benzoxadiazole
  • SMILES BrC2=CC1=NON=C1C=C2

Description

5-Bromobenzo[c][1,2,5]oxadiazole features a fused oxadiazole core with a bromine substituent at the 5-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle serves as a robust scaffold for constructing bioactive molecules and advanced materials, offering high stability under standard conditions.

Application

5-Bromobenzo[c][1,2,5]oxadiazole serves as a versatile building block in synthetic organic chemistry, enabling efficient transition-metal-catalyzed coupling reactions due to its well-defined bromine handle. The oxadiazole core provides enhanced stability and favorable electronic properties, facilitating functionalization in diverse heterocyclic syntheses. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      36387-84-5
    • ~69%
    • In-stock
      5-Bromobenzo[c][1,2,5]oxadiazole|CS-W015642
      51376-06-8

    References

    • ENVIVO PHARMACEUTICALS, INC. Patent: WO2009/158393 A1, 2009 ; Location in patent: Page/Page column 100 ;
  • Route2
    • null|null
      41153-83-7
    • ~54%
    • In-stock
      5-Bromobenzo[c][1,2,5]oxadiazole|CS-W015642
      51376-06-8

    References

    • Manley, Paul W.; Acemoglu, Murat; Marterer, Wolfgang; Pachinger, Werner Organic Process Research and Development, 2003 , vol. 7, # 3 p. 436 - 445
  • Route3

    References

    • Manley, Paul W.; Acemoglu, Murat; Marterer, Wolfgang; Pachinger, Werner Organic Process Research and Development, 2003 , vol. 7, # 3 p. 436 - 445

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.92
  • LogP   1.9853
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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