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CS-W001157 4
Total: USD 88.00

3-Fluoro-5-methylbenzaldehyde

  • CAS No. 189628-39-5

  • Cat. No. CS-W014362
  • Purity≥95%
  • MDL No.MFCD03094315

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

3-Fluoro-5-methylbenzaldehyde|CS-W014362

Structure of 189628-39-5

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General Information

  • CAS No. 189628-39-5
  • Cat. No. CS-W014362
  • Purity ≥95%
  • MDL No. MFCD03094315
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FO
  • Molecular Weight 138.14
  • Synonym(s) Benzaldehyde, 3-fluoro-5-methyl- (9CI)
  • SMILES O=CC1=CC(C)=CC(F)=C1

Description

3-Fluoro-5-methylbenzaldehyde features a fluorinated aromatic ring with a methyl group at the para position relative to the aldehyde, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient coupling in cross-coupling reactions and facilitates access to bioactive scaffolds in medicinal chemistry.

Application

3-Fluoro-5-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted aromatic scaffolds. Its ortho-fluorine and meta-methyl groups provide distinct electronic and steric profiles, enhancing reactivity in nucleophilic additions and transition-metal-catalyzed couplings. The aldehyde functionality facilitates straightforward derivatization via imine formation, oxidation, or reduction, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthetic campaigns.

Synthesis

  • Route1
    • In-stock
      3-Bromo-5-fluorotoluene|CS-W002837
      202865-83-6
    • null|null
      68-12-2
    • ~67%
    • In-stock
      3-Fluoro-5-methylbenzaldehyde|CS-W014362
      189628-39-5

    References

    • Lai, Gaifa; Merritt, J. Robert; He, Zhenmin; Feng, Daming; Chao, Jianhua; Czarniecki, Michael F.; Rokosz, Laura L.; Stauffer, Tara M.; Rindgen, Diane; Taveras, Arthur G. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 6 p. 1864 - 1868
  • Route2
    • In-stock
      1-Fluoro-3-iodo-5-methylbenzene|CS-W012881
      491862-84-1
    • null|null
      82102-37-2
    • ~95%
    • In-stock
      3-Fluoro-5-methylbenzaldehyde|CS-W014362
      189628-39-5

    References

    • Korsager, Signe; Taaning, Rolf H.; Lindhardt, Anders T.; Skrydstrup, Troels Journal of Organic Chemistry, 2013 , vol. 78, # 12 p. 6112 - 6120

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   1.94662
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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