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CS-W001157 4
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5-Fluoro-2-methoxybenzaldehyde

  • CAS No. 19415-51-1

  • Cat. No. CS-W005085
  • Purity≥97%
  • MDL No.MFCD00143458

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

5-Fluoro-2-methoxybenzaldehyde|CS-W005085

Structure of 19415-51-1

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General Information

  • CAS No. 19415-51-1
  • Cat. No. CS-W005085
  • Purity ≥97%
  • MDL No. MFCD00143458
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FO₂
  • Molecular Weight 154.14
  • Synonym(s) 5-Fluoro-O-Anisaldehyde
  • SMILES C1=C(C(=CC(=C1)F)C=O)OC

Description

5-Fluoro-2-methoxybenzaldehyde features a fluorine atom at the para position and a methoxy group at the ortho position relative to the aldehyde, delivering enhanced electron-withdrawing character and improved solubility. This combination enables efficient coupling in transition-metal-catalyzed reactions and facilitates access to complex heterocycles in medicinal chemistry applications.

Application

5-Fluoro-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to substituted aromatic scaffolds. Its ortho-methoxy and meta-fluoro substituents provide complementary reactivity for cross-coupling, electrophilic substitution, and nucleophilic addition reactions. The aldehyde functionality facilitates imine formation, reductive amination, and cyclization processes, while the molecule exhibits excellent bench stability and ease of purification.

Synthesis

  • Route1
    • In-stock
      1-Fluoro-4-methoxybenzene|CS-W016565
      459-60-9
    • null|null
      542-88-1
    • ~89%
    • In-stock
      5-Fluoro-2-methoxybenzaldehyde|CS-W005085
      19415-51-1

    References

    • Mancini, M. L.; Honek, J. F. Synthetic Communications, 1989 , vol. 19, # 11-12 p. 2001 - 2016
  • Route2
    • In-stock
      5-Fluoro-2-hydroxybenzaldehyde|CS-W007331
      347-54-6
    • null|null
      74-88-4
    • ~94%
    • In-stock
      5-Fluoro-2-methoxybenzaldehyde|CS-W005085
      19415-51-1

    References

    • Bayer HealthCare AG Patent: EP1216225 B1, 2005 ; Location in patent: Page/Page column 39 ;
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 58, # 6 p. 1385 - 1392

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.6468
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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