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CS-W001157 4
Total: USD 88.00

2,4-Oxazolidinedione

  • CAS No. 2346-26-1

  • Cat. No. CS-0005564
  • Purity≥96%
  • MDL No.MFCD02691902

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

2,4-Oxazolidinedione|CS-0005564

Structure of 2346-26-1

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General Information

  • CAS No. 2346-26-1
  • Cat. No. CS-0005564
  • Purity ≥96%
  • MDL No. MFCD02691902
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃NO₃
  • Molecular Weight 101.06
  • Synonym(s) NSC 120350; oxazolidine-2,4-dione
  • SMILES O=C(N1)OCC1=O

Description

2,4-Oxazolidinedione serves as a stable, moisture-tolerant synthon for heterocyclic ring formation. This bench-stable dienophile features a rigid, electron-deficient five-membered core that facilitates efficient cycloaddition reactions. Its dual carbonyl groups enable direct incorporation into complex molecular architectures without requiring pre-activation.

Application

2,4-Oxazolidinedione serves as a versatile building block in synthetic organic chemistry, particularly valued for its role in constructing heterocyclic scaffolds and facilitating C–H functionalization reactions. Its malonate-like reactivity enables nucleophilic addition and cycloaddition processes under mild conditions. The compound exhibits excellent bench stability, ease of handling, and compatibility with diverse functional groups, making it a practical choice for iterative synthesis and library generation in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      2-Hydroxyacetamide|CS-W016686
      598-42-5
    • null|null
      105-58-8
    • ~48%
    • In-stock
      2,4-Oxazolidinedione|CS-0005564
      2346-26-1

    References

    • Dow; Bechle; Chou; Clark; Hulin; Stevenson Journal of Medicinal Chemistry, 1991 , vol. 34, # 5 p. 1538 - 1544
  • Route2

    References

    • Gramain, Jean-Claude; Remuson, Roland Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , # 10 p. 2341 - 2346
  • Route3

    References

    • Cesa, Stefania; Mucciante, Vittoria; Rossi, Leucio Tetrahedron, 1999 , vol. 55, # 1 p. 193 - 200

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   55.4
  • LogP   -0.7472
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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