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CS-W001157 4
Total: USD 88.00

4-Methoxyisobenzofuran-1,3-dione

  • CAS No. 14963-96-3

  • Cat. No. CS-B1182
  • Purity≥98%
  • MDL No.MFCD00034721

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

4-Methoxyisobenzofuran-1,3-dione|CS-B1182

Structure of 14963-96-3

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General Information

  • CAS No. 14963-96-3
  • Cat. No. CS-B1182
  • Purity ≥98%
  • MDL No. MFCD00034721
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₄
  • Molecular Weight 178.14
  • Synonym(s) 4-Methoxyisobenzofuran-1,3-dione; NSC 156146; 1,3-Isobenzofurandione,4-methoxy-(9CI)
  • SMILES O=C1OC(C2=C1C=CC=C2OC)=O

Description

4-Methoxyisobenzofuran-1,3-dione features a sterically hindered, electron-deficient dione core flanked by a methoxy group, enabling efficient coupling in transition-metal-catalyzed reactions. This bench-stable heterocycle integrates readily into complex molecular architectures under standard conditions.

Application

4-Methoxyisobenzofuran-1,3-dione serves as a versatile synthon in medicinal chemistry, enabling efficient construction of biologically relevant heterocyclic scaffolds. Its ortho-quinone methide-like reactivity facilitates [4+2] cycloadditions and nucleophilic ring-opening reactions under mild conditions. The methoxy group enhances solubility and modulates electrophilicity, improving functional group tolerance during downstream transformations. This compound demonstrates excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and process-scale applications.

Synthesis

  • Route1

    References

    • ASTEX THERAPEUTICS LIMITED Patent: WO2008/44045 A1, 2008 ; Location in patent: Page/Page column 319-320 ; WO 2008/044045 A1
  • Route2
    • In-stock
      4-Hydroxyisobenzofuran-1,3-dione|CS-W005592
      37418-88-5
    • null|null
      74-88-4
    • ~46%
    • In-stock
      4-Methoxyisobenzofuran-1,3-dione|CS-B1182
      14963-96-3

    References

    • Novo Nordisk A/S Patent: US7115624 B1, 2006 ; Location in patent: Page/Page column 67-69 ; US 7115624 B1
  • Route3
    • In-stock
      3-Methoxyphthalic acid|CS-D0469
      14963-97-4
    • null|null
      108-24-7
    • ~98%
    • In-stock
      4-Methoxyisobenzofuran-1,3-dione|CS-B1182
      14963-96-3

    References

    • ASTEX THERAPEUTICS LIMITED Patent: WO2008/44054 A2, 2008 ; Location in patent: Page/Page column 163-164 ; WO 2008/044054 A2

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   52.6
  • LogP   1.0058
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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