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CS-W001157 4
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1H-Benzotriazole-1-carboxaldehyde

  • CAS No. 72773-04-7

  • Cat. No. CS-0001487
  • Purity≥95%
  • MDL No.MFCD00239420

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

1H-Benzotriazole-1-carboxaldehyde|CS-0001487

Structure of 72773-04-7

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General Information

  • CAS No. 72773-04-7
  • Cat. No. CS-0001487
  • Purity ≥95%
  • MDL No. MFCD00239420
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O
  • Molecular Weight 147.13
  • Synonym(s) 1-Formyl-1H-benzotriazole
  • SMILES O=CN1N=NC2=CC=CC=C12

Description

1H-Benzotriazole-1-carboxaldehyde delivers a reactive aldehyde handle fused to a benzotriazole scaffold, enabling direct coupling in amide bond formation. This bench-stable reagent integrates readily into synthetic sequences requiring selective functionalization, offering high compatibility with nucleophilic partners under mild conditions.

Application

1H-Benzotriazole-1-carboxaldehyde serves as a versatile building block for the synthesis of triazole-based scaffolds and bioactive molecules. Its aldehyde functionality enables efficient coupling reactions, including reductive amination and Wittig-type transformations, while the benzotriazole moiety provides inherent stability and orthogonality in multi-step syntheses. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 1H-Benzo[d][1,2,3]triazole Bortezomib Impurity|CS-0229225
      95-14-7
    • null|null
      64-18-6
    • ~84%
    • In-stock
      1H-Benzotriazole-1-carboxaldehyde|CS-0001487
      72773-04-7

    References

    • Mathieson, Jennifer E.; Crawford, James J.; Schmidtmann, Marc; Marquez, Rodolfo Organic and Biomolecular Chemistry, 2009 , vol. 7, # 10 p. 2170 - 2175
  • Route2
    • 1H-Benzo[d][1,2,3]triazole Bortezomib Impurity|CS-0229225
      95-14-7
    • null|null
      1558-67-4
    • null|null
      2258-42-6
    • ~99%
    • In-stock
      1H-Benzotriazole-1-carboxaldehyde|CS-0001487
      72773-04-7

    References

    • Matheson, Mhairi; Pasqua, Adele E.; Sewell, Alan L.; Marquez, Rodolfo Organic Syntheses, 2013 , vol. 90, p. 358 - 366
  • Route3
    • 1H-Benzo[d][1,2,3]triazole Bortezomib Impurity|CS-0229225
      95-14-7
    • null|null
      2258-42-6
    • ~%
    • In-stock
      1H-Benzotriazole-1-carboxaldehyde|CS-0001487
      72773-04-7

    References

    • Wang, Kai-Bing; Ran, Rui-Qiao; Xiu, Shi-Dong; Li, Chuan-Ying Organic Letters, 2013 , vol. 15, # 10 p. 2374 - 2377

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   47.78
  • LogP   0.4696
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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