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CS-W001157 4
Total: USD 88.00

5-Fluoro-3,4-dihydronaphthalen-1(2H)-one

  • CAS No. 93742-85-9

  • Cat. No. CS-B0543
  • Purity≥98%
  • MDL No.MFCD08234371

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

5-Fluoro-3,4-dihydronaphthalen-1(2H)-one|CS-B0543

Structure of 93742-85-9

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General Information

  • CAS No. 93742-85-9
  • Cat. No. CS-B0543
  • Purity ≥98%
  • MDL No. MFCD08234371
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉FO
  • Molecular Weight 164.18
  • Synonym(s) 5-Fluoro-1-tetralone
  • SMILES O=C1C2=C(CCC1)C(F)=CC=C2

Description

5-Fluoro-3,4-dihydronaphthalen-1(2H)-one features a fluorinated dihydronaphthalene core with a ketone at the 1-position, delivering enhanced metabolic stability and altered electronic properties. This scaffold integrates readily into bioactive molecules, enabling precise tuning of lipophilicity and binding affinity in medicinal chemistry applications.

Application

5-Fluoro-3,4-dihydronaphthalen-1(2H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via standard functional group transformations. Its fused bicyclic structure offers enhanced metabolic stability and predictable reactivity in palladium-catalyzed couplings, while the ketone functionality facilitates regioselective derivatization. Bench-stable and compatible with common protecting group strategies, it functions as a key intermediate in the development of bioactive heterocycles and API precursors.

Synthesis

  • Route1
    • 2-Fluorobenzenebutanoic acid|CS-0019950
      143654-62-0
    • ~53%
    • In-stock
      5-Fluoro-3,4-dihydronaphthalen-1(2H)-one|CS-B0543
      93742-85-9

    References

    • Romanov-Michailidis, Fedor; Guenee, Laure; Alexakis, Alexandre Angewandte Chemie - International Edition, 2013 , vol. 52, # 35 p. 9266 - 9270 Angew. Chem., 2013 , vol. 125, # 35 p. 9436 - 9440
  • Route2
    • null|null
      166251-26-9
    • ~%
    • In-stock
      5-Fluoro-3,4-dihydronaphthalen-1(2H)-one|CS-B0543
      93742-85-9

    References

    • WO2008/60301 A1, ; Page/Page column 32-33 ;
  • Route3
    • null|null
      166251-26-9
    • 2-Fluorobenzenebutanoic acid|CS-0019950
      143654-62-0
    • ~91%
    • In-stock
      5-Fluoro-3,4-dihydronaphthalen-1(2H)-one|CS-B0543
      93742-85-9

    References

    • Glaxo Wellcome Inc. Patent: US6124284 A1, 2000 ; Title/Abstract Full Text Show Details Glaxo Wellcome Inc. Patent: US5872118 A1, 1999 ;

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   2.3447
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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