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CS-W001157 4
Total: USD 88.00

4-Isochromanone

  • CAS No. 20924-56-5

  • Cat. No. CS-W003634
  • Purity≥97%
  • MDL No.MFCD09744058

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

4-Isochromanone|CS-W003634

Structure of 20924-56-5

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General Information

  • CAS No. 20924-56-5
  • Cat. No. CS-W003634
  • Purity ≥97%
  • MDL No. MFCD09744058
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₂
  • Molecular Weight 148.16
  • Synonym(s) Isochroman-4-one
  • SMILES O=C1COCC2=CC=CC=C21

Description

4-Isochromanone features a rigid, fused bicyclic scaffold with a ketone at the C4 position, conferring high stability and distinct electronic properties. This structure enables direct integration into complex molecular architectures, particularly in natural product synthesis and pharmaceutical intermediates. The compound's planar geometry enhances π-stacking interactions, supporting its utility in target-directed design and solid-phase combinatorial libraries.

Application

4-Isochromanone serves as a versatile scaffold for the synthesis of bioactive heterocycles and natural product analogs. Its fused benzopyranone structure enables reliable Michael additions, nucleophilic aromatic substitutions, and transition-metal-catalyzed couplings. The compound exhibits bench stability, facilitates straightforward purification via crystallization or flash chromatography, and tolerates common functional groups—making it a practical building block in medicinal chemistry and process development workflows.

Synthesis

  • Route1
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      4-Isochromanone|CS-W003634
      20924-56-5

    References

    • Journal of Organic Chemistry, , vol. 50, # 12 p. 2128 - 2133
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    • In-stock
      4-Isochromanone|CS-W003634
      20924-56-5

    References

    • WO2005/95326 A2, ; Page/Page column 156-157 ; WO 2005/095326 A2
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    References

    • Miyamoto, Masanori; Minami, Yumiko; Ukaji, Yutaka; Kinoshita, Hideki; Inomata, Katsuhiko Chemistry Letters, 1994 , # 7 p. 1149 - 1152

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   26.3
  • LogP   1.3995
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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