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CS-W001157 4
Total: USD 88.00

3-Hydroxyisobenzofuran-1(3H)-one

  • CAS No. 16859-59-9

  • Cat. No. CS-0143440
  • Purity≥97%
  • MDL No.MFCD00956142

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

3-Hydroxyisobenzofuran-1(3H)-one|CS-0143440

Structure of 16859-59-9

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General Information

  • CAS No. 16859-59-9
  • Cat. No. CS-0143440
  • Purity ≥97%
  • MDL No. MFCD00956142
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆O₃
  • Molecular Weight 150.13
  • Synonym(s) 3-Hydroxyphthalide
  • SMILES O=C1OC(O)C2=C1C=CC=C2

Description

3-Hydroxyisobenzofuran-1(3H)-one features a fused bicyclic core with a phenolic hydroxyl and lactone functionality, offering enhanced stability and polarity for use in synthetic intermediates. This scaffold integrates readily into bioactive molecule frameworks due to its defined stereochemical environment and compatibility with diverse coupling reactions under standard conditions.

Application

3-Hydroxyisobenzofuran-1(3H)-one serves as a versatile scaffold for the synthesis of bioactive heterocycles and natural product analogs. Its ortho-hydroxylated lactone functionality enables facile derivatization via esterification, oxidation, or metal-catalyzed coupling reactions. Bench-stable and compatible with common protecting group strategies, it functions as a reliable building block in medicinal chemistry campaigns targeting kinase inhibitors and anti-inflammatory agents.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      2-Bromobenzoic acid|CS-W018527
      88-65-3
    • ~73%
    • In-stock
      3-Hydroxyisobenzofuran-1(3H)-one|CS-0143440
      16859-59-9

    References

    • Kato, Shinji; Nonoyama, Nobuaki; Tomimoto, Koji; Mase, Toshiaki Tetrahedron Letters, 2002 ,  vol. 43,  # 41  p. 7315 - 7317

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.8479
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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