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CS-W001157 4
Total: USD 88.00

5,6-Dichloroisobenzofuran-1,3-dione

  • CAS No. 942-06-3

  • Cat. No. CS-0109872
  • Purity≥97%
  • MDL No.MFCD00075034

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

5,6-Dichloroisobenzofuran-1,3-dione|CS-0109872

Structure of 942-06-3

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General Information

  • CAS No. 942-06-3
  • Cat. No. CS-0109872
  • Purity ≥97%
  • MDL No. MFCD00075034
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂Cl₂O₃
  • Molecular Weight 217.01
  • Synonym(s) 4,5-Dichlorophthalic anhydride
  • SMILES O=C(O1)C2=CC(Cl)=C(Cl)C=C2C1=O

Description

5,6-Dichloroisobenzofuran-1,3-dione features a highly reactive, electron-deficient quinone core that facilitates efficient cycloaddition reactions. This bench-stable compound integrates readily into synthetic routes requiring dienophiles with enhanced electrophilicity, enabling rapid access to complex polycyclic frameworks under mild conditions.

Application

5,6-Dichloroisobenzofuran-1,3-dione serves as a versatile dienophile in Diels-Alder reactions, enabling efficient construction of substituted cyclohexene scaffolds. Its electron-deficient nature facilitates rapid, high-yielding cycloadditions with dienes under mild conditions. The molecule exhibits good bench stability and simplifies purification due to its low solubility in common organic solvents, making it well-suited for preparative-scale synthesis and downstream functionalization in complex molecule assembly.

Synthesis

  • Route1

    References

    • Caswell; Guevara; Corley; Martinez; Hollis; Largess; Thornley Synthesis, 1992 , # 9 p. 823 - 825
  • Route2

    References

    • Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), , vol. 7, p. 1113 Chem. Zentralbl., , vol. 107, # II p. 2901
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 48, # 15 p. 2465 - 2468

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   2.304
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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