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CS-W001157 4
Total: USD 88.00

2-Vinylisoindoline-1,3-dione

  • CAS No. 3485-84-5

  • Cat. No. CS-0113083
  • Purity≥96%
  • MDL No.MFCD00078446

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

2-Vinylisoindoline-1,3-dione|CS-0113083

Structure of 3485-84-5

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General Information

  • CAS No. 3485-84-5
  • Cat. No. CS-0113083
  • Purity ≥96%
  • MDL No. MFCD00078446
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) N-Vinylphthalimide
  • SMILES O=C(N1C=C)C2=CC=CC=C2C1=O

Description

2-Vinylisoindoline-1,3-dione serves as a reactive Michael acceptor featuring a conjugated vinyl group poised for nucleophilic addition. The electron-deficient dione moiety enhances reactivity in cycloaddition and polymerization processes. This bench-stable compound integrates readily into functionalized architectures, enabling efficient access to complex heterocyclic frameworks under mild conditions.

Application

2-Vinylisoindoline-1,3-dione serves as a versatile Michael acceptor and dienophile in heterocyclic synthesis, enabling efficient access to substituted isoindolinone scaffolds via [4+2] cycloadditions and conjugate additions. Its conjugated vinyl group exhibits high reactivity with nucleophiles while maintaining bench stability, facilitating straightforward purification and integration into multi-step synthetic sequences. Functions effectively in both solution-phase and solid-phase workflows.

Synthesis

  • Route1
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    • ~%
    • In-stock
      2-Vinylisoindoline-1,3-dione|CS-0113083
      3485-84-5

    References

    • US2231887 , ; Bl. Inst. chem. Res. Kyoto Univ., , vol. 25, p. 74
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 62, # 14 p. 4827 - 4828
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    References

    • US6232475 B1, ;

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 : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   1.4261
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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