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CS-W001157 4
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6-Phenylnicotinaldehyde

  • CAS No. 63056-20-2

  • Cat. No. CS-0156375
  • Purity≥98%
  • MDL No.MFCD03086130

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

6-Phenylnicotinaldehyde|CS-0156375

Structure of 63056-20-2

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General Information

  • CAS No. 63056-20-2
  • Cat. No. CS-0156375
  • Purity ≥98%
  • MDL No. MFCD03086130
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) 6-Phenylpyridine-3-carboxaldehyde, 5-Formyl-2-phenylpyridine
  • SMILES C1=CC=C(C=C1)C2=NC=C(C=C2)C=O

Description

6-Phenylnicotinaldehyde features a conjugated aldehyde functionality positioned para to a phenyl ring, enabling direct integration into cross-coupling and condensation reactions. This electron-deficient carbonyl system facilitates efficient imine formation and acts as a key scaffold in heterocyclic synthesis. The molecule exhibits robust stability under standard conditions, supporting straightforward handling and scalability in process development workflows.

Application

6-Phenylnicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds via condensation and cyclization reactions. Its aryl-substituted aldehyde functionality exhibits good bench stability and tolerates common functional groups, facilitating straightforward purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Emmerich, Juliette; Hu, Qingzhong; Hanke, Nina; Hartmann, Rolf W. Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6022 - 6032
  • Route2
    • (6-Phenyl-3-pyridyl)methanol|CS-0033832
      4634-09-7
    • ~84%
    • In-stock
      6-Phenylnicotinaldehyde|CS-0156375
      63056-20-2

    References

    • Tanaka, Akira; Terasawa, Takeshi; Hagihara, Hiroyuki; Sakuma, Yuri; Ishibe, Noriko; Sawada, Masae; Takasugi, Hisashi; Tanaka, Hirokazu Journal of Medicinal Chemistry, 1998 , vol. 41, # 13 p. 2390 - 2410
  • Route3
    • In-stock
      2-Chloropyridine-5-carbaldehyde|CS-B0848
      23100-12-1
    • null|null
      603-33-8
    • ~81%
    • In-stock
      6-Phenylnicotinaldehyde|CS-0156375
      63056-20-2

    References

    • Petiot, Pauline; Gagnon, Alexandre European Journal of Organic Chemistry, 2013 , # 24 p. 5282 - 5289

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-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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