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

Name: 5,5'-(1,4-Phenylenebis(oxy))bis(isobenzofuran-1,3-dione)
Brand: ChemScene
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CAS No. 17828-53-4
Cat. No. CS-0196868
Purity≥95%
MDL No.None

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

Structure of 17828-53-4

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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.

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

Computational Chemistry Data

TPSA 105.2
LogP 3.8924
H_Acceptors 8
H_Donors 0
Rotatable_Bonds 4

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Polymer Materials Macromolecular Monomer

Material Science Polymer/Macromolecule Reagents Monomers Tetracarboxylic Dianhydride Monomers

Material Science Polymer/Macromolecule Reagents Polyimide Raw Materials Tetracarboxylic Dianhydrides

Key Words

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

CAS No. 17828-53-4

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