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CS-W001157 4
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2-Chloro-5-(trifluoromethyl)benzo[d]oxazole

  • CAS No. 114997-91-0

  • Cat. No. CS-0130170
  • Purity≥97%
  • MDL No.None

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

2-Chloro-5-(trifluoromethyl)benzo[d]oxazole|CS-0130170

Structure of 114997-91-0

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General Information

  • CAS No. 114997-91-0
  • Cat. No. CS-0130170
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClF₃NO
  • Molecular Weight 221.56
  • Synonym(s) 2-Chloro-5-(trifluoromethyl)-1,3-benzoxazole
  • SMILES FC(C1=CC=C(OC(Cl)=N2)C2=C1)(F)F

Description

2-Chloro-5-(trifluoromethyl)benzo[d]oxazole features a rigid heterocyclic core with orthogonal electron-withdrawing groups: a chloro substituent at C2 and a trifluoromethyl group at C5. This combination imparts enhanced stability and modulates electronic properties, making it valuable for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Application

2-Chloro-5-(trifluoromethyl)benzo[d]oxazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient aryl chloride enables palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the benzo[d]oxazole core provides rigidity and improved binding affinity in target-directed synthesis. Bench-stable and readily purified by chromatography, it facilitates efficient access to complex scaffolds in API development.

Synthesis

  • Route1

    References

    • Yoshida, Satoshi; Watanabe, Takashi; Sato, Yasuo Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 10 p. 3515 - 3523
  • Route2

    References

    • Lazer, Edward S.; Miao, Clara K.; Wong, Hin-Chor; Sorcek, Ronald; Spero, Denice M.; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 7 p. 913 - 923
  • Route3

    References

    • Yoshida, Satoshi; Watanabe, Takashi; Sato, Yasuo Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 10 p. 3515 - 3523

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   3.5
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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