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CS-W001157 4
Total: USD 88.00

4-Chloroisobenzofuran-1,3-dione

  • CAS No. 117-21-5

  • Cat. No. CS-0108687
  • Purity≥95%
  • MDL No.MFCD00023107

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

4-Chloroisobenzofuran-1,3-dione|CS-0108687

Structure of 117-21-5

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General Information

  • CAS No. 117-21-5
  • Cat. No. CS-0108687
  • Purity ≥95%
  • MDL No. MFCD00023107
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClO₃
  • Molecular Weight 182.56
  • Synonym(s) CHLORPHTHALIDONE
  • SMILES O=C1OC(C2=C1C=CC=C2Cl)=O

Description

4-Chloroisobenzofuran-1,3-dione is a chlorinated dibenzoquinone derivative featuring a fused bicyclic core with electron-withdrawing chlorine and carbonyl functionalities. This structure imparts high electrophilicity and stability under standard conditions, enabling its use in Diels-Alder cycloadditions and as a synthetic intermediate in heterocyclic chemistry.

Application

4-Chloroisobenzofuran-1,3-dione serves as a versatile electrophilic building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic substitution and cycloaddition reactions. Its reactive chlorine atom facilitates functionalization under mild conditions, while the dibenzoquinone core provides structural rigidity and stability. The compound exhibits excellent bench stability and compatibility with common protecting groups, making it a practical choice for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Verbicky, John W.; Williams, Louella Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2465 - 2468
  • Route2

    References

    • Soucy, C.; Favreau, D.; Kayser, M. M. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 129 - 134
  • Route3
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    • In-stock
      4-Chloroisobenzofuran-1,3-dione|CS-0108687
      117-21-5

    References

    • Journal of the American Chemical Society, , vol. 23, p. 751

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319-H402-H412
Precautionary Statements : P264-P270-P273-P280-P305+P351+P338-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.6506
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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