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CS-W001157 4
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Methyl 5-fluoro-2-methylbenzoate

  • CAS No. 175278-29-2

  • Cat. No. CS-W005778
  • Purity≥97%
  • MDL No.MFCD00221457

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

Methyl 5-fluoro-2-methylbenzoate|CS-W005778

Structure of 175278-29-2

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General Information

  • CAS No. 175278-29-2
  • Cat. No. CS-W005778
  • Purity ≥97%
  • MDL No. MFCD00221457
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉FO₂
  • Molecular Weight 168.17
  • Synonym(s) methyl 2-methyl-5-fluorobenzoate
  • SMILES FC1=CC(=C(C=C1)C)C(=O)OC

Description

Methyl 5-fluoro-2-methylbenzoate features a fluorinated aromatic ring with strategically positioned methyl and ester groups, enabling selective reactivity in cross-coupling and functionalization workflows. This electron-deficient aryl system delivers enhanced stability under standard conditions while maintaining compatibility with palladium-catalyzed transformations.

Application

Methyl 5-fluoro-2-methylbenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to substituted benzene scaffolds. Its ortho-methyl and meta-fluoro substituents provide distinct electronic and steric influences, facilitating selective functionalization via palladium-catalyzed cross-coupling or electrophilic substitution. The ester group offers a handle for further transformations, including hydrolysis or reduction, while the compound exhibits good bench stability and compatibility with standard purification methods.

Synthesis

  • Route1
    • In-stock
      5-Fluoro-2-methylbenzoic acid|CS-W020687
      33184-16-6
    • null|null
      74-88-4
    • ~99%
    • In-stock
      Methyl 5-fluoro-2-methylbenzoate|CS-W005778
      175278-29-2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 17 p. 5286 - 5289
  • Route2

    References

    • US2005/154201 A1, ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      5-Fluoro-2-methylbenzoic acid|CS-W020687
      33184-16-6
    • ~%
    • In-stock
      Methyl 5-fluoro-2-methylbenzoate|CS-W005778
      175278-29-2

    References

    • Journal of Medicinal Chemistry, , vol. 35, # 7 p. 1200 - 1209

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   26.3
  • LogP   1.92072
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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