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CS-W001157 4
Total: USD 88.00

1-Allyl-1H-pyrrole-2,5-dione

  • CAS No. 2973-17-3

  • Cat. No. CS-0199733
  • Purity≥98%
  • MDL No.None

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

1-Allyl-1H-pyrrole-2,5-dione|CS-0199733

Structure of 2973-17-3

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General Information

  • CAS No. 2973-17-3
  • Cat. No. CS-0199733
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) N-Allylmaleimide
  • SMILES C=CCN1C(=O)C=CC1=O

Description

1-Allyl-1H-pyrrole-2,5-dione features a reactive pyrroledione core conjugated to an allyl group, enabling efficient participation in [3+2] cycloadditions and Diels-Alder reactions. This electron-deficient dienophile integrates readily into complex heterocyclic architectures under mild conditions, offering high regioselectivity and thermal stability for synthetic applications in medicinal chemistry and materials science.

Application

1-Allyl-1H-pyrrole-2,5-dione serves as a versatile diene in Diels-Alder reactions, enabling efficient construction of substituted cyclohexene scaffolds under mild conditions. Its conjugated enone system exhibits enhanced stability and compatibility with common functional groups, facilitating straightforward purification and integration into complex molecular architectures. This compound functions effectively as a building block for heterocyclic systems and natural product synthesis.

Synthesis

  • Route1
    • null|null
      108-31-6
    • null|null
      107-11-9
    • ~83%
    • In-stock
      1-Allyl-1H-pyrrole-2,5-dione|CS-0199733
      2973-17-3

    References

    • Journal of Chemical Research - Part S, , # 5 p. 272 - 273
  • Route2
    • In-stock
      Maleimide|CS-W007324
      541-59-3
    • null|null
      107-18-6
    • ~85%
    • In-stock
      1-Allyl-1H-pyrrole-2,5-dione|CS-0199733
      2973-17-3

    References

    • Organic Preparations and Procedures International, , vol. 40, # 6 p. 574 - 574
  • Route3
    • N-Allyl-5-norbornene-2,3-dicarboximide|CS-0033781
      6971-11-5
    • ~%
    • In-stock
      1-Allyl-1H-pyrrole-2,5-dione|CS-0199733
      2973-17-3

    References

    • US2524145 , ;

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   37.38
  • LogP   0.0974
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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