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2-Chlorobenzoxazole

  • CAS No. 615-18-9

  • Cat. No. CS-0030558
  • Purity≥96%
  • MDL No.MFCD00005766

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

2-Chlorobenzoxazole|CS-0030558

Structure of 615-18-9

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General Information

  • CAS No. 615-18-9
  • Cat. No. CS-0030558
  • Purity ≥96%
  • MDL No. MFCD00005766
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNO
  • Molecular Weight 153.57
  • Synonym(s) None
  • SMILES ClC1=NC2=CC=CC=C2O1

Description

2-Chlorobenzoxazole was used in the synthesis of 2-(2-naphthylamino)benzoxazole via reaction with 2-amino-1-naphthalenesulfonic acid.

Application

2-Chlorobenzoxazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its chlorine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl architectures. The benzoxazole core exhibits excellent bench stability, moderate solubility in common organic solvents, and tolerance to a range of functional groups, making it well-suited for iterative synthesis and late-stage functionalization in API development.

Synthesis

  • Route1

    References

    • Yan, Sheng; Zhang, Cheng; Wang, Ya-Hui; Cao, Zhong; Zheng, Zhuo; Hu, Xiang-Ping Tetrahedron Letters, 2013 , vol. 54, # 28 p. 3669 - 3672
  • Route2
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    • In-stock
      2-Chlorobenzoxazole|CS-0030558
      615-18-9

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 16 p. 4689 - 4693
  • Route3

    References

    • Boga, Carla; Del Vecchio, Erminia; Forlani, Luciano; Milanesi, Lilia; Edgardo Todesco, Paolo Journal of Organometallic Chemistry, 1999 , vol. 588, # 2 p. 155 - 159

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   2.4812
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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