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CS-W001157 4
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5-Iodoisobenzofuran-1,3-dione

  • CAS No. 28418-89-5

  • Cat. No. CS-0199073
  • Molecule weight274.01
  • Purity≥95%
  • MDL No.None

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

5-Iodoisobenzofuran-1,3-dione|CS-0199073

Structure of 28418-89-5

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General Information

  • CAS No. 28418-89-5
  • Cat. No. CS-0199073
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃IO₃
  • Molecular Weight 274.01
  • Synonym(s) 1,3-Isobenzofurandione, 5-iodo-
  • SMILES O=C1OC(C2=C1C=CC(I)=C2)=O

Description

5-Iodoisobenzofuran-1,3-dione features a reactive iodo substituent flanked by two carbonyl groups, enabling direct incorporation into cross-coupling reactions. This electron-deficient heterocycle serves as a stable, bench-ready building block for synthesizing functionalized aromatic systems under standard conditions.

Application

5-Iodoisobenzofuran-1,3-dione serves as a versatile iodinated building block for transition-metal-catalyzed cross-coupling reactions. Its stable, crystalline form enables straightforward handling and purification, while the iodo substituent facilitates efficient Suzuki, Stille, and Negishi couplings. The fused quinone core provides enhanced electronic stability and compatibility with diverse functional groups, making it well-suited for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Higgins et al. Journal of Organic Chemistry, 1951 , vol. 16, p. 1275
  • Route2

    References

    • Higgins et al. Journal of Organic Chemistry, 1951 , vol. 16, p. 1275

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2923
Class : 8 (6.1)
Packing Group : Ⅲ
Hazard Statements : H301-H311-H314-H331
Precautionary Statements : P260-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.6018
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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