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CS-W001157 4
Total: USD 88.00

2-Oxo-1,2-dihydropyridine-4-carbaldehyde

  • CAS No. 188554-13-4

  • Cat. No. CS-0006441
  • Purity≥95%
  • MDL No.MFCD03788455

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

2-Oxo-1,2-dihydropyridine-4-carbaldehyde|CS-0006441

Structure of 188554-13-4

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General Information

  • CAS No. 188554-13-4
  • Cat. No. CS-0006441
  • Purity ≥95%
  • MDL No. MFCD03788455
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NO₂
  • Molecular Weight 123.11
  • Synonym(s) 2-Hydroxy-4-pyridinecarboxaldehyde
  • SMILES O=CC(C=CN1)=CC1=O

Description

2-Oxo-1,2-dihydropyridine-4-carbaldehyde features a conjugated enone-aldehyde system that enables direct participation in multicomponent reactions. This electron-deficient heterocycle integrates readily into synthetic scaffolds, offering high reactivity under mild conditions for constructing complex nitrogen-containing architectures.

Application

2-Oxo-1,2-dihydropyridine-4-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine and dihydropyridine derivatives. Its conjugated enone-aldehyde motif facilitates Michael additions, Mannich reactions, and cyclization cascades under mild conditions. The compound exhibits good bench stability and compatibility with common functional groups, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Ren; Sakai; Nakanishi Journal of the American Chemical Society, 1997 , vol. 119, # 15 p. 3619 - 3620

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   49.93
  • LogP   0.1874
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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