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CS-W001157 4
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5-Bromobenzo[d]oxazole

  • CAS No. 132244-31-6

  • Cat. No. CS-W004754
  • Purity≥98%
  • MDL No.MFCD03095026

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

5-Bromobenzo[d]oxazole|CS-W004754

Structure of 132244-31-6

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General Information

  • CAS No. 132244-31-6
  • Cat. No. CS-W004754
  • Purity ≥98%
  • MDL No. MFCD03095026
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO
  • Molecular Weight 198.02
  • Synonym(s) 5-BROMO-1,3-BENZOXAZOLE
  • SMILES BrC1=CC=C(OC=N2)C2=C1

Description

5-Bromobenzo[d]oxazole is a heterocyclic bromoaromatic compound featuring a fused benzene-oxazole core. This bench-stable, moisture-tolerant scaffold serves as a pivotal building block in medicinal chemistry and materials science. The bromine substituent enables facile cross-coupling reactions, facilitating the integration of complex molecular architectures.

Application

5-Bromobenzo[d]oxazole serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the rigid heterocyclic core provides excellent metabolic stability and structural rigidity. Bench-stable and readily purified by column chromatography, it functions as a key scaffold for diversification in drug discovery and advanced organic synthesis.

Synthesis

  • Route1
    • In-stock
      2-Amino-4-bromophenol|CS-W007625
      40925-68-6
    • null|null
      122-51-0
    • ~80%
    • In-stock
      5-Bromobenzo[d]oxazole|CS-W004754
      132244-31-6

    References

    • Guo, Shengmei; Qian, Bo; Xie, Yinjun; Xia, Chungu; Huang, Hanmin Organic Letters, 2011 , vol. 13, # 3 p. 522 - 525

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.03
  • LogP   2.5903
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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