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CS-W001157 4
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5-Chloro-2-methylbenzo[d]oxazole

  • CAS No. 19219-99-9

  • Cat. No. CS-W010795
  • Purity≥97%
  • MDL No.MFCD00022850

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

5-Chloro-2-methylbenzo[d]oxazole|CS-W010795

Structure of 19219-99-9

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General Information

  • CAS No. 19219-99-9
  • Cat. No. CS-W010795
  • Purity ≥97%
  • MDL No. MFCD00022850
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClNO
  • Molecular Weight 167.59
  • Synonym(s) 5-Chloro-2-methylbenzoxazole
  • SMILES CC1=NC2=CC(Cl)=CC=C2O1

Description

5-Chloro-2-methylbenzo[d]oxazole is a heterocyclic aromatic compound featuring a chlorinated benzene ring fused to an oxazole moiety. This structure imparts enhanced electron-deficient character and stability, enabling its use in transition-metal-catalyzed coupling reactions. The methyl group provides a site for further functionalization, while the chlorine atom serves as a reactive handle for cross-coupling or nucleophilic substitution. Bench-stable under standard conditions, it integrates readily into complex molecular architectures.

Application

5-Chloro-2-methylbenzo[d]oxazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient aromatic core enables efficient palladium-catalyzed cross-coupling reactions, while the chloro and methyl groups provide orthogonal sites for further functionalization. The compound exhibits excellent bench stability, simplifies purification, and functions reliably in standard synthetic workflows involving Suzuki-Miyaura, Buchwald-Hartwig, or nucleophilic substitution protocols.

Synthesis

  • Route1
    • null|null
      78-39-7
    • null|null
      95-85-2
    • ~95%
    • In-stock
      5-Chloro-2-methylbenzo[d]oxazole|CS-W010795
      19219-99-9

    References

    • Vahdat, Seyed Mohammad; Baghery, Saeed Combinatorial Chemistry and High Throughput Screening, 2013 , vol. 16, # 8 p. 618 - 627
  • Route2
    • null|null
      87974-51-4
    • ~91%
    • In-stock
      5-Chloro-2-methylbenzo[d]oxazole|CS-W010795
      19219-99-9

    References

    • Sardarian; Shahsavari-Fard Synlett, 2008 , # 9 p. 1391 - 1393
  • Route3

    References

    • Li, Ke-Lai; Du, Zong-Bo; Guo, Can-Cheng; Chen, Qing-Yun Journal of Organic Chemistry, 2009 , vol. 74, # 9 p. 3286 - 3292

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   26.03
  • LogP   2.78962
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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