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CS-W001157 4
Total: USD 88.00

5-(Phenylethynyl)isobenzofuran-1,3-dione

  • CAS No. 119389-05-8

  • Cat. No. CS-0156579
  • Molecule weight248.23
  • Purity≥97%
  • MDL No.MFCD10574892

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

5-(Phenylethynyl)isobenzofuran-1,3-dione|CS-0156579

Structure of 119389-05-8

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General Information

  • CAS No. 119389-05-8
  • Cat. No. CS-0156579
  • Purity ≥97%
  • MDL No. MFCD10574892
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₈O₃
  • Molecular Weight 248.23
  • Synonym(s) 5-(Phenylethynyl)-2-benzofuran-1,3-dione
  • SMILES C1=CC=C(C=C1)C#CC2=CC3=C(C=C2)C(=O)OC3=O

Description

5-(Phenylethynyl)isobenzofuran-1,3-dione features a conjugated alkyne linker fused to an electron-deficient dibenzofuranquinone core, enabling efficient coupling in transition-metal-catalyzed reactions. This scaffold integrates rigid, planar architecture with high reactivity, facilitating direct access to complex polycyclic systems under standard conditions.

Application

5-(Phenylethynyl)isobenzofuran-1,3-dione serves as a versatile building block for constructing polycyclic scaffolds via Diels-Alder and Sonogashira coupling reactions. Its conjugated alkyne moiety enables efficient C–C bond formation under mild conditions, while the electron-deficient quinone core exhibits high reactivity in cycloadditions. The compound demonstrates bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • Dimethyl 4-(phenylethynyl)phthalate|CS-0579766
      865354-04-7
    • ~92%
    • In-stock
      5-(Phenylethynyl)isobenzofuran-1,3-dione|CS-0156579
      119389-05-8

    References

    • US2005/215820 A1, ; Page/Page column 11 ;
  • Route2
    • In-stock
      5-Bromoisobenzofuran-1,3-dione|CS-W019549
      86-90-8
    • null|null
      536-74-3
    • ~68%
    • In-stock
      5-(Phenylethynyl)isobenzofuran-1,3-dione|CS-0156579
      119389-05-8

    References

    • US2005/215820 A1, ; Page/Page column 12 ;

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   2.397
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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