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CS-W001157 4
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Naphthalene-2,7-diamine

  • CAS No. 613-76-3

  • Cat. No. CS-0129389
  • Molecule weight158.20
  • Purity≥96%
  • MDL No.None

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

Naphthalene-2,7-diamine|CS-0129389

Structure of 613-76-3

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General Information

  • CAS No. 613-76-3
  • Cat. No. CS-0129389
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂
  • Molecular Weight 158.20
  • Synonym(s) NSC 356142
  • SMILES NC1=CC=C2C(C=C(N)C=C2)=C1

Description

Naphthalene-2,7-diamine features two amine groups positioned at the 2 and 7 positions of a naphthalene core, creating a rigid, electron-rich scaffold. This arrangement enables strong π-stacking interactions and facilitates coordination in metal complexation. The compound serves as a key building block for functional dyes, conductive polymers, and ligands in catalytic systems. Its stability under standard conditions supports reliable integration into synthetic workflows.

Application

Naphthalene-2,7-diamine serves as a versatile bifunctional building block for the synthesis of heterocyclic scaffolds and conjugated materials. Its ortho-diamine configuration enables reliable cyclization reactions with dicarboxylic acids, anhydrides, and aldehydes to form quinoline- and benzimidazole-based frameworks. The compound exhibits good bench stability and facilitates straightforward purification via recrystallization, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Staab, Heinz A.; Elbl-Weiser, Karin; Krieger, Claus European Journal of Organic Chemistry, 2000 , # 2 p. 327 - 333
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      Naphthalene-2,7-diamine|CS-0129389
      613-76-3

    References

    • Leonard; Hyson Journal of the American Chemical Society, 1949 , vol. 71, p. 1961,1962
  • Route3

    References

    • Pignataro, Luca; Boghi, Michele; Civera, Monica; Carboni, Stefano; Piarulli, Umberto; Gennari, Cesare Chemistry - A European Journal, 2012 , vol. 18, # 5 p. 1383 - 1400

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

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Computational Chemistry Data

  • TPSA   52.04
  • LogP   2.0042
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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