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CS-W001157 4
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5,5'-(1,4-Phenylenebis(oxy))bis(isobenzofuran-1,3-dione)

  • CAS No. 17828-53-4

  • Cat. No. CS-0196868
  • Purity≥95%
  • MDL No.None

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

5,5'-(1,4-Phenylenebis(oxy))bis(isobenzofuran-1,3-dione)|CS-0196868

Structure of 17828-53-4

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General Information

  • CAS No. 17828-53-4
  • Cat. No. CS-0196868
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₁₀O₈
  • Molecular Weight 402.31
  • Synonym(s) Hydroquinone Diphathalic Anhydride (HQDP)
  • SMILES O=C1OC(C2=C1C=CC(OC3=CC=C(OC4=CC5=C(C(OC5=O)=O)C=C4)C=C3)=C2)=O

Description

This bis-dione scaffold features a rigid para-phenylene spacer flanked by electron-deficient isobenzofuranone units, enabling robust π-conjugation and enhanced thermal stability. Designed for use in high-performance organic semiconductors and advanced polymer synthesis, the molecule integrates seamlessly into conjugated architectures under standard conditions.

Application

This compound serves as a robust, bench-stable bis-quinone building block for the construction of complex polycyclic architectures. Its dual isobenzofuran-1,3-dione moieties, linked via a phenylene ether spacer, enable selective Diels-Alder cycloadditions and serve as effective electron-deficient components in conjugated systems. The structure offers high functional group tolerance and facilitates purification by recrystallization, making it ideal for modular synthesis of advanced synthetic intermediates and heterocyclic scaffolds in medicinal chemistry and materials science.

Safety Information

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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 : P280-P302+P352

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Computational Chemistry Data

  • TPSA   105.2
  • LogP   3.8924
  • H_Acceptors   8
  • H_Donors   0
  • Rotatable_Bonds   4

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