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3-Bromo-9H-fluoren-9-one

  • CAS No. 2041-19-2

  • Cat. No. CS-0041361
  • Purity≥98%
  • MDL No.MFCD00019082

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

3-Bromo-9H-fluoren-9-one|CS-0041361

Structure of 2041-19-2

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General Information

  • CAS No. 2041-19-2
  • Cat. No. CS-0041361
  • Purity ≥98%
  • MDL No. MFCD00019082
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₇BrO
  • Molecular Weight 259.10
  • Synonym(s) Fluoren-9-one, 3-bromo-
  • SMILES O=C1C2=C(C3=C1C=CC=C3)C=C(Br)C=C2

Description

3-Bromo-9H-fluoren-9-one features a bromine substituent at the 3-position of a fluorenone scaffold, delivering enhanced reactivity for cross-coupling transformations. The carbonyl group at the 9-position imparts strong electron-withdrawing character, enabling efficient functionalization in palladium-catalyzed reactions. This compound serves as a robust building block in the synthesis of conjugated materials and complex heterocycles.

Application

3-Bromo-9H-fluoren-9-one serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the fluorene core. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ketone functionality supports nucleophilic additions and enolization-based transformations. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for constructing complex heterocycles and pharmaceutical scaffolds in iterative synthesis.

Synthesis

  • Route1
    • null|null
      1174416-68-2
    • ~32%
    • In-stock
      3-Bromo-9H-fluoren-9-one|CS-0041361
      2041-19-2

    References

    • SOLVAY SA; The designation of the inventor has not yet been filed Patent: EP2574608 A1, 2013 ; Location in patent: Paragraph 0084; 0085; 0086; 0087 ;
  • Route2

    References

    • Song, Yabin; Xu, Wei; Zhu, Daoben Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4894 - 4897
  • Route3
    • (2-Amino-4-bromophenyl)(phenyl)methanone|CS-0324452
      135776-98-6
    • ~%
    • In-stock
      3-Bromo-9H-fluoren-9-one|CS-0041361
      2041-19-2

    References

    • Koelsch Journal of the American Chemical Society, 1944 , vol. 66, p. 1983

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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.6605
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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