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CS-W001157 4
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4-Bromoisobenzofuran-1(3H)-one

  • CAS No. 102308-43-0

  • Cat. No. CS-W004185
  • Purity≥96%
  • MDL No.MFCD06412577

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

4-Bromoisobenzofuran-1(3H)-one|CS-W004185

Structure of 102308-43-0

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General Information

  • CAS No. 102308-43-0
  • Cat. No. CS-W004185
  • Purity ≥96%
  • MDL No. MFCD06412577
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrO₂
  • Molecular Weight 213.03
  • Synonym(s) 4-Bromo-2-benzofuran-1[3H]-one
  • SMILES O=C1OCC2=C1C=CC=C2Br

Description

4-Bromoisobenzofuran-1(3H)-one features a brominated isobenzofuranone core with enhanced reactivity at the carbonyl position. This electron-deficient heterocycle integrates readily into transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized aromatic scaffolds under standard conditions.

Application

4-Bromoisobenzofuran-1(3H)-one serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its bromine substituent enables facile palladium-catalyzed cross-coupling reactions, while the isobenzofuranone core provides structural rigidity and functional group compatibility. The compound exhibits good bench stability and facilitates efficient derivatization in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Xiao, Xiangshu; Antony, Smitha; Pommier, Yves; Cushman, Mark Journal of Medicinal Chemistry, 2006 , vol. 49, # 4 p. 1408 - 1412
  • Route2

    References

    • Wang, Wei; Cha, Xue-Xiang; Reiner, John; Gao, Yuan; Qiao, Hai-Ling; Shen, Jia-Xiang; Chang, Jun-Biao European Journal of Medicinal Chemistry, 2010 , vol. 45, # 5 p. 1941 - 1946
  • Route3

    References

    • Canadian Journal of Chemistry, , vol. 65, p. 1214 - 1217

Safety Information

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1195
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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