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N,N-1,3-Phenylenedimaleimide

  • CAS No. 3006-93-7

  • Cat. No. CS-0156891
  • Purity≥97%
  • MDL No.MFCD00022569

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

N,N-1,3-Phenylenedimaleimide|CS-0156891

Structure of 3006-93-7

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General Information

  • CAS No. 3006-93-7
  • Cat. No. CS-0156891
  • Purity ≥97%
  • MDL No. MFCD00022569
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈N₂O₄
  • Molecular Weight 268.23
  • Synonym(s) 1,1'-(Benzene-1,3-diyl)bis(1H-pyrrole-2,5-dione)
  • SMILES C1=CC(=CC(=C1)N2C(=O)C=CC2=O)N3C(=O)C=CC3=O

Description

N,N-1,3-Phenylenedimaleimide features a rigid aromatic core flanked by two maleimide groups, enabling efficient conjugation with nucleophiles such as thiols. This bifunctional scaffold facilitates site-specific bioconjugation and polymer crosslinking under mild conditions.

Application

N,N-1,3-Phenylenedimaleimide serves as a versatile bis-electrophilic building block for constructing rigid, conjugated heterocyclic architectures. Its maleimide moieties enable efficient Michael additions with nucleophiles such as amines and thiols, facilitating the assembly of complex scaffolds under mild conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for modular synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      108-31-6
    • In-stock
      Magnesium acetate tetrahydrate|CS-0031002
      16674-78-5
    • ~86%
    • In-stock
      N,N-1,3-Phenylenedimaleimide|CS-0156891
      3006-93-7

    References

    • E. I. Du Pont de Nemours and Company Patent: US4154737 A1, 1979 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H302-H330
Precautionary Statements : P260-P264-P270-P271-P284-P304+P340-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   74.76
  • LogP   0.5454
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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