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CS-W001157 4
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Benzo[c][1,2,5]oxadiazole-5-carbaldehyde

  • CAS No. 32863-33-5

  • Cat. No. CS-W006513
  • Purity≥98%
  • MDL No.None

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

Benzo[c][1,2,5]oxadiazole-5-carbaldehyde|CS-W006513

Structure of 32863-33-5

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General Information

  • CAS No. 32863-33-5
  • Cat. No. CS-W006513
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O₂
  • Molecular Weight 148.12
  • Synonym(s) 2,1,3-Benzoxadiazole-5-carbaldehyde
  • SMILES O=CC1=CC2=NON=C2C=C1

Description

Benzo[c][1,2,5]oxadiazole-5-carbaldehyde features a fused oxadiazole-aldehyde system that delivers high electron-withdrawing character and stability under standard conditions. This rigid heterocyclic scaffold enables direct integration into conjugated materials for optoelectronic applications, where its aldehyde functionality facilitates further functionalization via condensation or reductive amination.

Application

Benzo[c][1,2,5]oxadiazole-5-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds via electrophilic functionalization. The aldehyde group facilitates straightforward derivatization through nucleophilic addition, reductive amination, and coupling reactions, while the oxadiazole core provides metabolic stability and enhanced solubility. Bench-stable and compatible with common protecting groups, it functions reliably in multi-step syntheses for medicinal chemistry and materials applications.

Synthesis

  • Route1
    • null|null
      36389-14-7
    • ~%
    • In-stock
      Benzo[c][1,2,5]oxadiazole-5-carbaldehyde|CS-W006513
      32863-33-5

    References

    • Journal of medicinal chemistry, , vol. 15, # 3 p. 255 - 260
  • Route2

    References

    • Gasco; Ermondi; Fruttero European Journal of Medicinal Chemistry, 1996 , vol. 31, # 1 p. 3 - 10
  • Route3
    • 5-Methylbenzofurazan|CS-0207387
      20304-86-3
    • ~%
    • In-stock
      Benzo[c][1,2,5]oxadiazole-5-carbaldehyde|CS-W006513
      32863-33-5

    References

    • Journal of medicinal chemistry, , vol. 15, # 3 p. 255 - 260

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   55.99
  • LogP   1.0353
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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