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CS-W001157 4
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oxazole-5-carbaldehyde

  • CAS No. 118994-86-8

  • Cat. No. CS-W000738
  • Purity≥97%
  • MDL No.MFCD02179513

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

oxazole-5-carbaldehyde|CS-W000738

Structure of 118994-86-8

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General Information

  • CAS No. 118994-86-8
  • Cat. No. CS-W000738
  • Purity ≥97%
  • MDL No. MFCD02179513
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂
  • Molecular Weight 97.07
  • Synonym(s) 5-Oxazolecarboxaldehyde
  • SMILES O=Cc1cnco1

Description

Oxazole-5-carbaldehyde delivers a highly reactive aldehyde functionality positioned within an electron-deficient oxazole ring. This structural motif enables direct coupling in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The compound exhibits enhanced stability under standard conditions, simplifying handling and integration into synthetic workflows.

Application

Oxazole-5-carbaldehyde serves as a versatile heterocyclic building block in synthetic organic chemistry, enabling direct functionalization at the 5-position via aldehyde-directed transformations. Its stability under standard bench conditions and compatibility with common coupling reactions facilitate efficient access to biologically relevant scaffolds. Functions as a key intermediate in the synthesis of oxazole-based pharmaceuticals and agrochemicals, offering reliable reactivity for C–H functionalization and conjugate addition processes.

Synthesis

  • Route1
    • 5-(Diethoxymethyl)oxazole|CS-0684920
      104336-01-8
    • ~60%
    • In-stock
      oxazole-5-carbaldehyde|CS-W000738
      118994-86-8

    References

    • Kempf, Dale J.; Sham, Hing L.; Marsh, Kennan C.; Flentge, Charles A.; Betebenner, David; Green, Brian E.; McDonald, Edith; Vasavanonda, Sudthida; Saldivar, Ayda; Wideburg, Norman E.; Kati, Warren M.; Ruiz, Lisa; Zhao, Chen; Fino, Lynnmarie; Patterson, Jean; Molla, Akhteruzzaman; Plattner, Jacob J.; Norbeck, Daniel W. Journal of Medicinal Chemistry, 1998 , vol. 41, # 4 p. 602 - 617
  • Route2

    References

    • De Munoz, Juan M.; Alcazar, Jesus; De La Hoz, Antonio; Diaz-Ortiz, Angel European Journal of Organic Chemistry, 2012 , # 2 p. 260 - 263
  • Route3

    References

    • Enriquez-Garcia, Alvaro; Ley, Steven V. Collection of Czechoslovak Chemical Communications, 2009 , vol. 74, # 6 p. 887 - 900

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

Quality Control

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Computational Chemistry Data

  • TPSA   43.1
  • LogP   0.4871
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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