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3-Phenanthrylamine

  • CAS No. 1892-54-2

  • Cat. No. CS-0464587
  • Purity≥95%
  • MDL No.MFCD00019108

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

3-Phenanthrylamine|CS-0464587

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General Information

  • CAS No. 1892-54-2
  • Cat. No. CS-0464587
  • Purity ≥95%
  • MDL No. MFCD00019108
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁N
  • Molecular Weight 193.25
  • Synonym(s) None
  • SMILES NC=1C=CC=2C=CC=3C=CC=CC3C2C1

Description

Phenanthren-3-amine delivers a rigid, polycyclic aromatic scaffold with a strategically positioned primary amine for conjugation. This electron-rich system enhances reactivity in cross-coupling and functionalization workflows. The amine group enables direct incorporation into molecular architectures requiring planar, extended π-systems. Bench-stable and moisture-tolerant, it streamlines synthesis of fluorescent probes and organic semiconductors.

Application

Phenanthren-3-amine serves as a versatile building block in synthetic organic chemistry, enabling access to polycyclic aromatic scaffolds through direct functionalization or transition-metal-catalyzed coupling reactions. Its amine functionality offers moderate nucleophilicity and compatibility with standard protection/deprotection protocols, facilitating integration into complex molecular architectures. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Salkind; Cheifez Zhurnal Obshchei Khimii, 1945 , vol. 15, p. 368,372 Chem.Abstr., 1946 , p. 3748
  • Route2

    References

    • Heaney,H. et al. Journal of the Chemical Society, 1965 , p. 2587 - 2594
  • Route3
    • null|null
      17024-19-0
    • ~%
    • In-stock
      3-Phenanthrylamine|CS-0464587
      1892-54-2

    References

    • Schmidt,J. Chemische Berichte, 1901 , vol. 34, p. 3536,3540 Chem. Zentralbl., 1902 , vol. 73, # I p. 82

Safety Information

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GHS Pictogram : N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.5752
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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