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CS-W001157 4
Total: USD 88.00

5,6-Difluoroisobenzofuran-1,3-dione

  • CAS No. 18959-30-3

  • Cat. No. CS-W018423
  • Purity≥95%
  • MDL No.MFCD08695033

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

5,6-Difluoroisobenzofuran-1,3-dione|CS-W018423

Structure of 18959-30-3

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General Information

  • CAS No. 18959-30-3
  • Cat. No. CS-W018423
  • Purity ≥95%
  • MDL No. MFCD08695033
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂F₂O₃
  • Molecular Weight 184.10
  • Synonym(s) 6-deoxy-6-fluorohexopyranose
  • SMILES FC1=C(F)C=C(C2=O)C(C(O2)=O)=C1

Description

5,6-Difluoroisobenzofuran-1,3-dione features a rigid, electron-deficient aromatic core with dual fluorine substituents enhancing reactivity and metabolic stability. This strained quinone derivative serves as a key scaffold in synthetic routes to bioactive molecules, enabling efficient coupling under mild conditions.

Application

5,6-Difluoroisobenzofuran-1,3-dione serves as a versatile fluorinated dienophile in Diels-Alder reactions, enabling efficient access to functionalized cyclohexene scaffolds. Its enhanced reactivity, driven by electron-withdrawing fluorine substituents, facilitates rapid adduct formation under mild conditions. The compound exhibits excellent bench stability and compatibility with diverse functional groups, simplifying purification and downstream transformations. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Synthetic Communications, , vol. 22, # 21 p. 3067 - 3074

Safety Information

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GHS Pictogram :
GHS No : GHS07,GHS05,GHS08
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H334-H335
Precautionary Statements : P260-P261-P264-P270-P271-P272-P280-P285-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P310-P312-P330-P332+P317-P333+P317-P342+P311-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.2754
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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