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CS-W001157 4
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5-Chloro-2-methyl-6-nitro-1,3-benzoxazole

  • CAS No. 13452-16-9

  • Cat. No. CS-0061390
  • Molecule weight212.59
  • Purity≥97%
  • MDL No.None

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

5-Chloro-2-methyl-6-nitro-1,3-benzoxazole|CS-0061390

Structure of 13452-16-9

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General Information

  • CAS No. 13452-16-9
  • Cat. No. CS-0061390
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₃
  • Molecular Weight 212.59
  • Synonym(s) None
  • SMILES CC1=NC2=C(C=C(C(=C2)Cl)[N+](=O)[O-])O1

Description

5-Chloro-2-methyl-6-nitro-1,3-benzoxazole is a heterocyclic compound featuring a fused benzene and oxazole ring system with distinct electron-withdrawing nitro and chloro substituents. This combination imparts high reactivity in cross-coupling processes, enabling efficient incorporation into advanced synthetic scaffolds for pharmaceutical and agrochemical development. The methyl group enhances solubility and provides a site for further functionalization.

Application

5-Chloro-2-methyl-6-nitro-1,3-benzoxazole serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its electrophilic chloro group enables palladium-catalyzed cross-coupling reactions, while the nitro function offers opportunities for reduction and subsequent derivatization. The methyl substituent provides a site for oxidation or functionalization, enhancing structural diversity. Bench-stable and compatible with standard purification techniques, it facilitates efficient access to complex molecular architectures in multi-step syntheses.

Synthesis

  • Route1

    References

    • Eastman Kodak Company Patent: US2005/101784 A1, 2005 ; Location in patent: Page/Page column 2;5 ;
  • Route2
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      53088-04-3
    • ~%
    • In-stock
      5-Chloro-2-methyl-6-nitro-1,3-benzoxazole|CS-0061390
      13452-16-9

    References

    • El-Meligy,M.S.A.; Mohamed,S.A. Journal fuer Praktische Chemie (Leipzig), 1974 , vol. 316, p. 154 - 158
  • Route3
    • null|null
      13243-31-7
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      64-19-7
    • ~%
    • In-stock
      5-Chloro-2-methyl-6-nitro-1,3-benzoxazole|CS-0061390
      13452-16-9

    References

    • Garner,R. et al. Journal of the Chemical Society [Section] C: Organic, 1966 , p. 1980 - 1983

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   69.17
  • LogP   2.69782
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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