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CS-W001157 4
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2-(Pyridin-3-yl)benzaldehyde

  • CAS No. 176690-44-1

  • Cat. No. CS-0097865
  • Purity≥96%
  • MDL No.MFCD02684097

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

2-(Pyridin-3-yl)benzaldehyde|CS-0097865

Structure of 176690-44-1

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General Information

  • CAS No. 176690-44-1
  • Cat. No. CS-0097865
  • Purity ≥96%
  • MDL No. MFCD02684097
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) 2-PYRIDIN-3-YL-BENZALDEHYDE
  • SMILES O=CC1=CC=CC=C1C2=CC=CN=C2

Description

2-(Pyridin-3-yl)benzaldehyde features a conjugated aryl-aldehyde system bridging pyridine and benzene rings, enabling efficient integration into transition-metal-catalyzed cross-coupling reactions. The aldehyde group provides a handle for nucleophilic addition, while the pyridine nitrogen offers coordination sites for catalytic systems. This structure facilitates synthesis of biaryl scaffolds and functionalized heterocycles under mild conditions.

Application

2-(Pyridin-3-yl)benzaldehyde serves as a versatile building block in medicinal chemistry and catalysis, enabling the synthesis of biologically relevant heterocyclic scaffolds. Its dual aromatic systems provide structural rigidity and enhanced π-stacking potential, while the aldehyde functionality facilitates efficient condensation reactions, reductive aminations, and imine-based transformations. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses requiring orthogonal reactivity and predictable regiochemistry.

Synthesis

  • Route1

    References

    • Tokyo Institute of Technology; Kyoto University Patent: EP2123637 A1, 2009 ; Location in patent: Page/Page column 106 ;
  • Route2

    References

    • Xiong, Zhengchang; Wang, Nengdong; Dai, Mingji; Li, Ang; Chen, Jiahua; Yang, Zhen Organic Letters, 2004 , vol. 6, # 19 p. 3337 - 3340
  • Route3

    References

    • Gong, Liu-Zhu; Knochel, Paul Synlett, 2005 , # 2 art. no. G41404ST, p. 267 - 270

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   29.96
  • LogP   2.5611
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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