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2-Hydroxy-9H-fluoren-9-one

  • CAS No. 6949-73-1

  • Cat. No. CS-W010597
  • Molecule weight196.21
  • Purity≥95%
  • MDL No.MFCD00001155

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

2-Hydroxy-9H-fluoren-9-one|CS-W010597

Structure of 6949-73-1

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General Information

  • CAS No. 6949-73-1
  • Cat. No. CS-W010597
  • Purity ≥95%
  • MDL No. MFCD00001155
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈O₂
  • Molecular Weight 196.21
  • Synonym(s) 2-Hydroxy-9-fluorenone
  • SMILES O=C1C2=C(C3=C1C=CC=C3)C=CC(O)=C2

Description

2-Hydroxy-9H-fluoren-9-one features a conjugated carbonyl system flanked by a phenolic hydroxyl group, enabling strong intramolecular hydrogen bonding. This structural motif imparts enhanced stability and facilitates its use in transition metal-catalyzed cross-coupling reactions. The compound serves as a versatile scaffold for synthesizing fluorinated aromatic systems and functionalized fluorene derivatives under mild conditions.

Application

2-Hydroxy-9H-fluoren-9-one serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to fluorinated heterocycles and functionalized polycyclic systems. Its enolizable carbonyl and aromatic framework facilitate electrophilic substitution, nucleophilic addition, and metal-catalyzed coupling reactions. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows and API intermediate development.

Synthesis

  • Route1
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    • In-stock
      2-Hydroxy-9H-fluoren-9-one|CS-W010597
      6949-73-1

    References

    • Journal of the American Chemical Society, , vol. 82, p. 1463 - 1466
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 82, p. 1463 - 1466
  • Route3
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      57247-77-5
    • ~%
    • In-stock
      2-Hydroxy-9H-fluoren-9-one|CS-W010597
      6949-73-1

    References

    • Journal of Chemical Physics, , vol. 88, # 2 p. 1373 - 1382

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   37.3
  • LogP   2.6036
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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