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5-Bromo-2-phenyloxazole

  • CAS No. 92629-11-3

  • Cat. No. CS-0041978
  • Purity≥98%
  • MDL No.MFCD00466256

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

5-Bromo-2-phenyloxazole|CS-0041978

Structure of 92629-11-3

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General Information

  • CAS No. 92629-11-3
  • Cat. No. CS-0041978
  • Purity ≥98%
  • MDL No. MFCD00466256
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 5-bromo-2-phenyloxazloe
  • SMILES BrC1=CN=C(O1)C1=CC=CC=C1

Description

5-Bromo-2-phenyloxazole is a heterocyclic compound featuring a bromine substituent at the 5-position and a phenyl group at the 2-position of the oxazole ring. This configuration imparts enhanced electrophilicity and facilitates transition metal-catalyzed coupling reactions. The molecule exhibits good stability under standard conditions and serves as a key intermediate in the synthesis of functionalized aromatic systems.

Application

5-Bromo-2-phenyloxazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine substituent. The oxazole ring exhibits robust bench stability and tolerates a range of functional groups, facilitating efficient incorporation into complex molecular architectures. Its defined regiochemistry supports predictable reactivity in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Kashima, Choji; Arao, Hideki Synthesis, 1989 , # 11 p. 873 - 874
  • Route2
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      98-88-4
    • ~%
    • In-stock
      5-Bromo-2-phenyloxazole|CS-0041978
      92629-11-3

    References

    • Synthesis, , # 11 p. 873 - 874
  • Route3
    • N-(2-hydroxyethyl)benzamide|CS-0449058
      18838-10-3
    • ~%
    • In-stock
      5-Bromo-2-phenyloxazole|CS-0041978
      92629-11-3

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 20, # 7 p. 713 - 716 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 20, # 7 p. 881 - 884

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

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   3.1041
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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