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CS-W001157 4
Total: USD 88.00

4-Bromoisobenzofuran-1,3-dione

  • CAS No. 82-73-5

  • Cat. No. CS-0094052
  • Purity≥97%
  • MDL No.MFCD09800402

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

4-Bromoisobenzofuran-1,3-dione|CS-0094052

Structure of 82-73-5

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General Information

  • CAS No. 82-73-5
  • Cat. No. CS-0094052
  • Purity ≥97%
  • MDL No. MFCD09800402
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃BrO₃
  • Molecular Weight 227.01
  • Synonym(s) 4-bromo-2-benzofuran-1,3-dione
  • SMILES O=C1OC(C2=C1C=CC=C2Br)=O

Description

4-Bromoisobenzofuran-1,3-dione features a brominated isobenzofuranone core with enhanced electrophilicity at the carbonyl-rich ring system. This electron-deficient scaffold enables direct coupling in transition-metal-catalyzed reactions, serving as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

4-Bromoisobenzofuran-1,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biologically relevant heterocyclic scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the electron-deficient quinone core supports nucleophilic addition and cycloaddition processes. The compound exhibits good bench stability and is compatible with standard purification techniques, making it a practical reagent for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Soucy, C.; Favreau, D.; Kayser, M. M. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 129 - 134
  • Route2
    • null|null
      526-75-0
    • ~%
    • In-stock
      4-Bromoisobenzofuran-1,3-dione|CS-0094052
      82-73-5

    References

    • Journal of Organic Chemistry, , vol. 52, # 1 p. 129 - 134
  • Route3
    • null|null
      576-23-8
    • ~%
    • In-stock
      4-Bromoisobenzofuran-1,3-dione|CS-0094052
      82-73-5

    References

    • Journal of Organic Chemistry, , vol. 52, # 1 p. 129 - 134

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

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.7597
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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