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CS-W001157 4
Total: USD 88.00

5-Chloroisobenzofuran-1(3H)-one

  • CAS No. 54109-03-4

  • Cat. No. CS-0142441
  • Purity≥97%
  • MDL No.MFCD09842447

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

5-Chloroisobenzofuran-1(3H)-one|CS-0142441

Structure of 54109-03-4

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General Information

  • CAS No. 54109-03-4
  • Cat. No. CS-0142441
  • Purity ≥97%
  • MDL No. MFCD09842447
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClO₂
  • Molecular Weight 168.58
  • Synonym(s) NSC 49581
  • SMILES O=C1OCC2=C1C=CC(Cl)=C2

Description

5-Chloroisobenzofuran-1(3H)-one features a chlorinated isobenzofuranone core with inherent electron-deficient character, enabling efficient participation in nucleophilic addition and cycloaddition reactions. This bench-stable heterocycle integrates readily into complex molecular architectures under mild conditions.

Application

5-Chloroisobenzofuran-1(3H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. Its electrophilic chlorine atom enables regioselective nucleophilic substitution, while the fused lactone framework offers structural rigidity and functional group tolerance. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative coupling reactions and scaffold diversification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Wu, Xiongyu; Mahalingam; Wan, Yiqian; Alterman, Mathias Tetrahedron Letters, 2004 , vol. 45, # 24 p. 4635 - 4638
  • Route2
    • 4-Chlorobenzoic acid Bezafibrate Impurity|CS-0229800
      74-11-3
    • null|null
      74-95-3
    • ~82%
    • In-stock
      5-Chloroisobenzofuran-1(3H)-one|CS-0142441
      54109-03-4

    References

    • Zhang, Yang-Hui; Shi, Bing-Feng; Yu, Jin-Quan Angewandte Chemie, International Edition, 2009 , vol. 48, # 33 p. 6097 - 6100 Angewandte Chemie, 2009 , vol. 121, # 33 p. 6213 - 6216
  • Route3
    • null|null
      146516-83-8
    • ~89%
    • In-stock
      5-Chloroisobenzofuran-1(3H)-one|CS-0142441
      54109-03-4

    References

    • Epsztajn, Jan; Bieniek, Adam; Kowalska, Justyna A.; Scianowski, Jacek Monatshefte fuer Chemie, 1992 , vol. 123, # 12 p. 1125 - 1134

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   26.3
  • LogP   2.0104
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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