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CS-W001157 4
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3-(pentafluoro-λ6-sulfanyl)benzaldehyde

  • CAS No. 401892-80-6

  • Cat. No. CS-0029997
  • Molecule weight232.17
  • Purity≥97%
  • MDL No.MFCD03788517

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

3-(pentafluoro-λ6-sulfanyl)benzaldehyde|CS-0029997

Structure of 401892-80-6

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General Information

  • CAS No. 401892-80-6
  • Cat. No. CS-0029997
  • Purity ≥97%
  • MDL No. MFCD03788517
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅F₅OS
  • Molecular Weight 232.17
  • Synonym(s) 3-(Pentafluorosulfanyl)benzaldehyde
  • SMILES FS(F)(F)(C1=CC(C=O)=CC=C1)(F)F

Description

3-(pentafluoro-λ⁶-sulfanyl)benzaldehyde features a strongly electron-deficient aromatic ring bearing a perfluorinated sulfanyl group, enabling high reactivity in electrophilic substitution and metal-catalyzed coupling processes. The aldehyde functionality provides a versatile handle for further functionalization. This compound exhibits excellent stability under standard bench conditions and is compatible with moisture-sensitive synthetic protocols.

Application

3-(Pentafluoro-λ⁶-sulfanyl)benzaldehyde serves as a versatile building block for fluorinated aromatic systems, enabling direct incorporation of a highly electron-withdrawing sulfonyl fluoride group. Its bench-stable nature and compatibility with nucleophilic substitution, cross-coupling, and heterocycle formation facilitate efficient synthesis of complex fluorinated scaffolds. The aldehyde functionality allows for further derivatization via condensation or reduction reactions, supporting applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Zarantonello; Guerrato; Ugel; Bertani; Benetollo; Milani; Venzo; Zaggia Journal of Fluorine Chemistry, 2007 , vol. 128, # 12 p. 1449 - 1453
  • Route2
    • In-stock
      1-Bromo-3-(pentafluorosulfanyl)benzene|CS-0156868
      672-30-0
    • null|null
      68-12-2
    • ~72%
    • In-stock
      3-(pentafluoro-λ6-sulfanyl)benzaldehyde|CS-0029997
      401892-80-6

    References

    • Welch, John T.; Lim, Dong Sung Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 21 p. 6659 - 6666

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+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   4.1565
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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