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CS-W001157 4
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1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

  • CAS No. 3369-39-9

  • Cat. No. CS-0307648
  • Purity≥98%
  • MDL No.MFCD00019715

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

1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione|CS-0307648

Structure of 3369-39-9

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General Information

  • CAS No. 3369-39-9
  • Cat. No. CS-0307648
  • Purity ≥98%
  • MDL No. MFCD00019715
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉NO₂
  • Molecular Weight None
  • Synonym(s) 1-NAPHTHALEN-1-YL-PYRROLE-2,5-DIONE
  • SMILES C1=CC=C2C(=C1)C=CC=C2N3C(=O)C=CC3=O

Description

1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione features a rigid fused naphthalene core coupled to a reducible pyrrolidinedione scaffold, enabling selective conjugation in electron-deficient environments. This structure supports efficient integration into functionalized molecular architectures under mild conditions.

Application

1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione serves as a versatile heterocyclic building block in synthetic organic chemistry, enabling efficient access to complex polycyclic frameworks. Its fused naphthylpyrrolone core exhibits robust bench stability and facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The dihydro-1H-pyrrole-2,5-dione moiety provides a reliable scaffold for downstream functionalization, supporting applications in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      108-31-6
    • null|null
      134-32-7
    • ~95%
    • In-stock
      1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione|CS-0307648
      3369-39-9

    References

    • Upadhyay, Sunil K.; Pingali, Subramanya R.K.; Jursic, Branko S. Tetrahedron Letters, 2010 , vol. 51, # 17 p. 2215 - 2217
  • Route2
    • null|null
      119206-63-2
    • ~70%
    • In-stock
      1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione|CS-0307648
      3369-39-9

    References

    • Hiran; Chaudhary, Jyoti; Meena, Suresh; Paliwal, Shiv Narayan Journal of the Indian Chemical Society, 2008 , vol. 85, # 6 p. 607 - 614
  • Route3
    • null|null
      134-32-7
    • ~%
    • In-stock
      1-(Naphthalen-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione|CS-0307648
      3369-39-9

    References

    • Revue Roumaine de Chimie, , vol. 50, # 7-8 p. 601 - 607

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   2.2692
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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