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CS-W001157 4
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6-Phenoxynicotinaldehyde

  • CAS No. 173282-69-4

  • Cat. No. CS-0187236
  • Purity≥98%
  • MDL No.None

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

6-Phenoxynicotinaldehyde|CS-0187236

Structure of 173282-69-4

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General Information

  • CAS No. 173282-69-4
  • Cat. No. CS-0187236
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO₂
  • Molecular Weight 199.21
  • Synonym(s) 6-Phenoxypyridine-3-carboxaldehyde, 5-Formyl-2-phenoxypyridine
  • SMILES C1=CC=C(C=C1)OC2=NC=C(C=C2)C=O

Description

6-Phenoxynicotinaldehyde features a phenoxyl group attached to the nicotinaldehyde scaffold, delivering enhanced solubility and electronic modulation. This substitution pattern enables efficient integration into heterocyclic scaffolds and facilitates coupling reactions under mild conditions. The compound serves as a key building block for bioactive molecules and functional materials.

Application

6-Phenoxynicotinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized aromatic systems. Its aldehyde functionality exhibits high reactivity in condensation reactions, including Mannich and imine formation, while the phenoxyl group provides orthogonal handling and enhanced solubility. The molecule demonstrates excellent bench stability and compatibility with common protecting groups, facilitating straightforward purification and integration into multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      68-12-2
    • 5-Bromo-2-phenoxypyridine|CS-0194926
      59717-96-3
    • ~37%
    • In-stock
      6-Phenoxynicotinaldehyde|CS-0187236
      173282-69-4

    References

    • Eisai RandD Management Co., Ltd. Patent: US2007/105904 A1, 2007 ; Location in patent: Page/Page column 86 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   2.6864
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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