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CS-W001157 4
Total: USD 88.00

6-Phenylpicolinaldehyde

  • CAS No. 157402-44-3

  • Cat. No. CS-0156416
  • Purity≥97%
  • MDL No.MFCD11044383

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

6-Phenylpicolinaldehyde|CS-0156416

Structure of 157402-44-3

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General Information

  • CAS No. 157402-44-3
  • Cat. No. CS-0156416
  • Purity ≥97%
  • MDL No. MFCD11044383
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) (2-phenylpyridin-6-yl)-methanone
  • SMILES C1=CC=C(C=C1)C2=CC=CC(=N2)C=O

Description

6-Phenylpicolinaldehyde features a conjugated aryl-aldehyde system with enhanced electronic delocalization, enabling efficient coupling in transition-metal-catalyzed transformations. The phenyl ring at the 6-position stabilizes the aldehyde functionality under standard conditions, while its planar geometry facilitates directional assembly in complex molecular architectures. This scaffold integrates readily into heterocyclic and supramolecular systems.

Application

6-Phenylpicolinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized aromatic systems. Its conjugated aldehyde and electron-deficient pyridine ring facilitate nucleophilic additions and transition-metal-catalyzed couplings. The phenyl substituent enhances stability and modulates reactivity, while the aldehyde group offers straightforward derivatization—making it ideal for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1

    References

    • Nareddy, Pradeep; Mantilli, Luca; Guenee, Laure; Mazet, Clement Angewandte Chemie - International Edition, 2012 , vol. 51, # 16 p. 3826 - 3831
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      6-Phenylpicolinaldehyde|CS-0156416
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    References

    • Journal of Organometallic Chemistry, , vol. 718, p. 8 - 13,6
  • Route3
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      108-86-1
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      6-Bromo-2-pyridinecarboxaldehyde|CS-D0741
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    • In-stock
      6-Phenylpicolinaldehyde|CS-0156416
      157402-44-3

    References

    • Zhang; Thomas; Wu Journal of Organic Chemistry, 2001 , vol. 66, # 4 p. 1500 - 1502

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-H319
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   29.96
  • LogP   2.5611
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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