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CS-W001157 4
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5-(3-Bromophenyl)oxazole

  • CAS No. 243455-57-4

  • Cat. No. CS-0197074
  • Purity≥95%
  • MDL No.None

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

5-(3-Bromophenyl)oxazole|CS-0197074

Structure of 243455-57-4

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General Information

  • CAS No. 243455-57-4
  • Cat. No. CS-0197074
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 5-(3-Brom-Phenyl)-Oxazole
  • SMILES C1=CC(=CC(=C1)Br)C2=CN=CO2

Description

This oxazole derivative features a 3-bromophenyl group at the 5-position, enabling direct incorporation into heterocyclic scaffolds. The bromine substituent serves as a versatile handle for palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl architectures under standard conditions. The electron-deficient nature of the ring system enhances reactivity in electrophilic substitution processes.

Application

5-(3-Bromophenyl)oxazole serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The bromo substituent enables palladium-catalyzed cross-coupling reactions, facilitating C–C bond formation under mild conditions. Its oxazole core exhibits excellent bench stability, tolerates a range of functional groups, and simplifies purification due to low polarity. This compound functions effectively in Suzuki, Stille, and Negishi coupling protocols, offering reliable access to complex aromatic scaffolds used in medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-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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