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CS-W001157 4
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Phenyl(pyridin-3-yl)methanone

  • CAS No. 5424-19-1

  • Cat. No. CS-W019516
  • Purity≥98%
  • MDL No.MFCD00006394

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

Phenyl(pyridin-3-yl)methanone|CS-W019516

Structure of 5424-19-1

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General Information

  • CAS No. 5424-19-1
  • Cat. No. CS-W019516
  • Purity ≥98%
  • MDL No. MFCD00006394
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) Phenyl 3-Pyridyl Ketone
  • SMILES O=C(C1=CC=CC=C1)C2=CC=CN=C2

Description

Phenyl(pyridin-3-yl)methanone features a conjugated aryl-ketone scaffold that integrates a phenyl ring with a pyridin-3-yl moiety, enabling effective π–π stacking and directional dipole interactions. This structure facilitates selective binding in supramolecular systems and serves as a key intermediate in the synthesis of functionalized heterocycles. The compound exhibits enhanced stability under standard bench conditions and is compatible with common organic reaction protocols.

Application

Phenyl(pyridin-3-yl)methanone serves as a versatile building block in medicinal chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate direct functionalization at the pyridine ring. The ketone functionality provides a reliable handle for nucleophilic additions and reductive transformations, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Li, Hongling; Yang, Min; Qi, Yanxing; Xue, Jijun European Journal of Organic Chemistry, 2011 , # 14 p. 2662 - 2667
  • Route2
    • In-stock
      3-Bromopyridine|CS-0008362
      626-55-1
    • null|null
      63468-90-6
    • ~92%
    • In-stock
      Phenyl(pyridin-3-yl)methanone|CS-W019516
      5424-19-1

    References

    • Collet, Florence; Song, Bingrui; Rudolphi, Felix; Goossen, Lukas J. European Journal of Organic Chemistry, 2011 , # 32 p. 6486 - 6501
  • Route3
    • Phenyl(pyridin-3-yl)methanol|CS-0199934
      6270-47-9
    • ~99%
    • In-stock
      Phenyl(pyridin-3-yl)methanone|CS-W019516
      5424-19-1

    References

    • Boudreau, Josee; Doucette, Mike; Ajjou, Abdelaziz Nait Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1695 - 1698

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   2.3126
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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