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CS-W001157 4
Total: USD 88.00

Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate

  • CAS No. 23405-32-5

  • Cat. No. CS-0042600
  • Purity≥96%
  • MDL No.MFCD11046461

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

Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate|CS-0042600

Structure of 23405-32-5

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General Information

  • CAS No. 23405-32-5
  • Cat. No. CS-0042600
  • Purity ≥96%
  • MDL No. MFCD11046461
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₄
  • Molecular Weight 192.17
  • Synonym(s) Methyl phthalide-5-carboxylate
  • SMILES O=C(C1=CC2=C(C(OC2)=O)C=C1)OC

Description

Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate is a bench-stable, electron-deficient heterocyclic ester featuring a fused benzene–γ-lactone core. This structural motif enables direct integration into transition-metal-catalyzed coupling reactions and serves as a key building block for complex natural product scaffolds.

Application

Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized benzofuran scaffolds. Its ortho-quinone methide precursor functionality facilitates [4+2] cycloadditions and nucleophilic additions under mild conditions. The ester group provides a handle for selective transformations, while the fused aromatic system offers stability and compatibility with standard reaction protocols. This compound functions reliably in multistep syntheses requiring controlled reactivity and predictable regiochemistry.

Synthesis

  • Route1
    • null|null
      107-19-7
    • null|null
      922-67-8
    • ~82%
    • In-stock
      Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate|CS-0042600
      23405-32-5

    References

    • Chang, Hong-Tai; Jeganmohan, Masilamani; Cheng, Chien-Hong Chemical Communications, 2005 , # 39 p. 4955 - 4957
  • Route2
    • In-stock
      4-(Methoxycarbonyl)benzoic acid|CS-W017217
      1679-64-7
    • null|null
      74-95-3
    • ~53%
    • In-stock
      Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate|CS-0042600
      23405-32-5

    References

    • Zhang, Yang-Hui; Shi, Bing-Feng; Yu, Jin-Quan Angewandte Chemie, International Edition, 2009 , vol. 48, # 33 p. 6097 - 6100 Angewandte Chemie, 2009 , vol. 121, # 33 p. 6213 - 6216
  • Route3
    • null|null
      227954-90-7
    • ~%
    • In-stock
      Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate|CS-0042600
      23405-32-5

    References

    • Journal of the Chemical Society, , p. 867,869

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   1.1436
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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