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CS-W001157 4
Total: USD 88.00

3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

  • CAS No. 6708-37-8

  • Cat. No. CS-0155622
  • Purity≥97%
  • MDL No.MFCD06796361

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

3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione|CS-0155622

Structure of 6708-37-8

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General Information

  • CAS No. 6708-37-8
  • Cat. No. CS-0155622
  • Purity ≥97%
  • MDL No. MFCD06796361
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) Bicyclooctenedicarboxylic anhydride
  • SMILES C1=CC2CCC1C3C2C(=O)OC3=O

Description

This bicyclic dienone features a fused 5,6-ring system with enhanced rigidity and defined stereochemistry. The ethano bridge imparts conformational stability, while the quinone functionality enables participation in Diels-Alder reactions and electron transfer processes. Designed for use in synthetic intermediates requiring controlled reactivity and predictable ring strain release.

Application

3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione serves as a robust bicyclic diester scaffold for synthetic transformations. Its fused ring system provides rigidity and controlled stereochemistry, enabling selective functionalization at C4 and C7 positions. The molecule exhibits excellent bench stability and compatibility with standard coupling reactions, making it a reliable building block for heterocyclic synthesis and complex molecule assembly in medicinal chemistry workflows.

Synthesis

  • Route1
    • rel-(3aR,4S,7R,7aS)-3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione|CS-0127944
      24327-08-0
    • ~87%
    • In-stock
      3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione|CS-0155622
      6708-37-8

    References

    • Pandey, Bipin; Athawale, Asawari A.; Reddy, Ravinder S.; Dalvi, Pramod V.; Kumar, Pradeep Chemistry Letters, 1991 , # 7 p. 1173 - 1176
  • Route2
    • null|null
      108-31-6
    • null|null
      66928-68-5
    • ~91%
    • In-stock
      3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione|CS-0155622
      6708-37-8

    References

    • Edlin, Chris D.; Faulkner, James; Quayle, Peter Tetrahedron Letters, 2006 , vol. 47, # 7 p. 1145 - 1151
  • Route3
    • null|null
      108-31-6
    • null|null
      1165952-91-9
    • ~43%
    • In-stock
      3a,4,7,7a-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione|CS-0155622
      6708-37-8

    References

    • Pandey, Bipin; Dalvi, Pramod V. Angewandte Chemie, 1993 , vol. 105, # 11 p. 1724 - 1726

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   0.8982
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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