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CS-W001157 4
Total: USD 88.00

1,8-Naphthalimide

  • CAS No. 81-83-4

  • Cat. No. CS-0149720
  • Purity≥97%
  • MDL No.MFCD00006920

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

1,8-Naphthalimide|CS-0149720

Structure of 81-83-4

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General Information

  • CAS No. 81-83-4
  • Cat. No. CS-0149720
  • Purity ≥97%
  • MDL No. MFCD00006920
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₇NO₂
  • Molecular Weight 197.19
  • Synonym(s) naphthalene-1,8-dicarboximide; 1,8-Naphthalimide
  • SMILES O=C1NC(C2=CC=CC3=C2C1=CC=C3)=O

Description

1,8-Naphthalimide is a rigid, electron-deficient heterocycle featuring a planar aromatic core that enables strong π-stacking interactions. This scaffold integrates readily into conjugated systems, delivering high fluorescence quantum yields and excellent photostability in solution-phase applications.

Application

1,8-Naphthalimide serves as a robust fluorophore and electron-acceptor scaffold in synthetic organic chemistry, enabling efficient energy transfer and charge transport in conjugated systems. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward derivatization for applications in fluorescent probes, optoelectronic materials, and medicinal chemistry scaffolds.

Synthesis

  • Route1
    • null|null
      81-84-5
    • ~96%
    • In-stock
      1,8-Naphthalimide|CS-0149720
      81-83-4

    References

    • Ganin, E. V.; Makarov, V. F.; Nikitin, V. I. Journal of Organic Chemistry USSR (English Translation), 1987 , vol. 23, # 5 p. 981 - 983 Zhurnal Organicheskoi Khimii, 1987 , vol. 23, # 5 p. 1086 - 1089
  • Route2
    • null|null
      1118-02-1
    • null|null
      879-18-5
    • ~57%
    • In-stock
      1,8-Naphthalimide|CS-0149720
      81-83-4

    References

    • Frenzel, Ralf; Domschke, Guenther; Mayer, Roland Journal fuer Praktische Chemie (Leipzig), 1991 , vol. 333, # 5 p. 805 - 808
  • Route3
    • null|null
      81-84-5
    • Naphthalene-1,8-dicarboxylic acid|CS-0368272
      518-05-8
    • ~%
    • In-stock
      1,8-Naphthalimide|CS-0149720
      81-83-4

    References

    • US4892950 A1, ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   1.7234
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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