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CS-W001157 4
Total: USD 88.00

4,5-Diphenyl-1,3-dioxol-2-one

  • CAS No. 21240-34-6

  • Cat. No. CS-0449879
  • Purity≥95%
  • MDL No.MFCD00005381

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

4,5-Diphenyl-1,3-dioxol-2-one|CS-0449879

Structure of 21240-34-6

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General Information

  • CAS No. 21240-34-6
  • Cat. No. CS-0449879
  • Purity ≥95%
  • MDL No. MFCD00005381
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₀O₃
  • Molecular Weight 238.24
  • Synonym(s) 1,2-diphenylvinylene carbonate
  • SMILES C1=CC=C(C=C1)C2=C(C3=CC=CC=C3)OC(=O)O2

Description

4,5-Diphenyl-1,3-dioxol-2-one serves as a reactive synthon in cycloaddition chemistry, featuring a strained cyclic anhydride core that readily participates in [3+2] and [4+2] processes. The dual phenyl substituents enhance stability while maintaining high electrophilicity at the carbonyl centers. This structure enables efficient integration into complex molecular architectures under mild conditions.

Application

4,5-Diphenyl-1,3-dioxol-2-one serves as a stable, bench-ready dienophile in Diels-Alder reactions, enabling efficient construction of complex bicyclic frameworks. Its high reactivity and excellent functional group tolerance facilitate straightforward access to substituted cyclohexene derivatives. The molecule's crystalline nature and predictable regioselectivity make it ideal for modular synthesis workflows in medicinal chemistry and natural product total synthesis.

Synthesis

  • Route1
    • null|null
      32315-10-9
    • In-stock
      Benzoin|CS-W020562
      119-53-9
    • ~61%
    • In-stock
      4,5-Diphenyl-1,3-dioxol-2-one|CS-0449879
      21240-34-6

    References

    • Sahu, Devi Prasad Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 8 p. 1722 - 1723
  • Route2
    • In-stock
      Benzoin|CS-W020562
      119-53-9
    • null|null
      530-62-1
    • ~80%
    • In-stock
      4,5-Diphenyl-1,3-dioxol-2-one|CS-0449879
      21240-34-6

    References

    • Papageorgiou, George; Corrie, John E.T. Tetrahedron, 1997 , vol. 53, # 11 p. 3917 - 3932
  • Route3

    References

    • Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 41, # 8 p. 1722 - 1723

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.35
  • LogP   3.5668
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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