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CS-W001157 4
Total: USD 88.00

4,5-Diazafluoren-9-one

  • CAS No. 50890-67-0

  • Cat. No. CS-W008737
  • Purity≥95%
  • MDL No.MFCD00046892

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

4,5-Diazafluoren-9-one|CS-W008737

Structure of 50890-67-0

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General Information

  • CAS No. 50890-67-0
  • Cat. No. CS-W008737
  • Purity ≥95%
  • MDL No. MFCD00046892
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₆N₂O
  • Molecular Weight 182.18
  • Synonym(s) None
  • SMILES O=C1C2=CC=CN=C2C=3N=CC=CC13

Description

4,5-Diazafluoren-9-one is a heterocyclic building block used in the synthesis of various heterocyclic compounds and also as a fluorescent probe.4,5-Diazafluoren-9-one may be used in the preparation of heterocyclic ligands, by condensation with various diamines, hydrazine, 1,4-phenylenediamine, benzidine and 4,4-methylenedianiline. It may be used in the preparation of 9-diazo-4,5-diazafluorene.

Application

4,5-Diazafluoren-9-one serves as a versatile building block in synthetic organic chemistry, enabling the construction of nitrogen-rich heterocycles through well-established condensation and cyclization reactions. Its electron-deficient aromatic core facilitates nucleophilic attack, while the ketone functionality supports imine formation and subsequent ring closure. The compound exhibits good bench stability and is compatible with common functional groups, making it valuable for medicinal chemistry campaigns requiring rigid, polar scaffolds.

Synthesis

  • Route1

    References

    • Keshtov; Pozin; Marochkin; Perevalov; Petrovskii; Blagodatskikh; Khokhlov Doklady Chemistry, 2012 , vol. 442, # 2 p. 50 - 56
  • Route2

    References

    • Gillard, R. D.; Houghton, Roy P.; Tucker, John N. Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1980 , p. 2102 - 2107
  • Route3

    References

    • Ferreira, Sabrina B.; Kaiser, Carlos R.; Ferreira, Vitor F. Synlett, 2008 , # 17 p. 2625 - 2628

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.688
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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