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5-Phenyl-1,2-oxazole-3-carbaldehyde

  • CAS No. 59985-82-9

  • Cat. No. CS-0060506
  • Purity≥97%
  • MDL No.None

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

5-Phenyl-1,2-oxazole-3-carbaldehyde|CS-0060506

Structure of 59985-82-9

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General Information

  • CAS No. 59985-82-9
  • Cat. No. CS-0060506
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) 5-Phenylisoxazole-3-carbaldehyde
  • SMILES C1=CC=C(C=C1)C2=CC(=NO2)C=O

Description

5-Phenyl-1,2-oxazole-3-carbaldehyde features a rigid oxazole scaffold fused to a phenyl ring and an aldehyde group at the 3-position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring polar, planar motifs. The aldehyde moiety enables direct functionalization in condensation and coupling reactions under standard conditions.

Application

5-Phenyl-1,2-oxazole-3-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials synthesis. The oxazole ring provides structural rigidity and metabolic stability, while the aldehyde functionality enables facile derivatization via nucleophilic addition, reductive amination, or condensation reactions. Bench-stable and readily purified by flash chromatography, it functions effectively in standard coupling protocols and supports the construction of complex scaffolds in API development.

Synthesis

  • Route1

    References

    • Akbarzadeh, Tahmineh; Rafinejad, Ali; Mollaghasem, Javad Malekian; Safavi, Maliheh; Fallah-Tafti, Asal; Pordeli, Mahboobeh; Ardestani, Sussan Kabudanian; Shafiee, Abbas; Foroumadi, Alireza Archiv der Pharmazie, 2012 , vol. 345, # 5 p. 386 - 392
  • Route2

    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

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 13 p. 2390 - 2410

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H317-H319-H334-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P284-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.1
  • LogP   2.1541
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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