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CS-W001157 4
Total: USD 88.00

3-Methoxy-2-methylbenzoic acid

  • CAS No. 55289-06-0

  • Cat. No. CS-W002884
  • Purity≥98%
  • MDL No.MFCD02094039

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

3-Methoxy-2-methylbenzoic acid|CS-W002884

Structure of 55289-06-0

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General Information

  • CAS No. 55289-06-0
  • Cat. No. CS-W002884
  • Purity ≥98%
  • MDL No. MFCD02094039
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) 3-Methoxy-o-toluic acid~2-Methyl-m-anisic acid
  • SMILES COc1cccc(c1C)C(=O)O

Description

3-Methoxy-2-methylbenzoic acid features a strategically positioned methoxy group adjacent to a carboxylic acid, enhancing electron donation and modulating acidity. The ortho-methyl substituent introduces steric influence, stabilizing the aromatic ring while enabling selective functionalization. This combination delivers improved solubility in organic solvents and facilitates downstream derivatization in pharmaceutical synthesis.

Application

3-Methoxy-2-methylbenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard esterification, amide coupling, or Suzuki-type transformations. Its ortho-methyl and meta-methoxy substituents provide defined steric and electronic modulation, enhancing metabolic stability and target selectivity. The carboxylic acid functionality facilitates straightforward derivatization and purification by crystallization or ion-exchange chromatography. Bench-stable and readily available, it functions reliably in multi-step syntheses of pharmaceutical intermediates and functionalized heterocycles.

Synthesis

  • Route1
    • In-stock
      3-Hydroxy-2-methylbenzoic acid|CS-W019788
      603-80-5
    • null|null
      77-78-1
    • ~89%
    • In-stock
      3-Methoxy-2-methylbenzoic acid|CS-W002884
      55289-06-0

    References

    • Bayer Aktiengesellschaft Patent: EP1371626 A2, 2003 ; Location in patent: Page 7, 8 ;
  • Route2
    • Sodium naphthalene-1,3,5-trisulfonate|CS-0699422
      10533-44-5
    • null|null
      77-78-1
    • ~70%
    • In-stock
      3-Methoxy-2-methylbenzoic acid|CS-W002884
      55289-06-0

    References

    • Scherer, Johannes; Mueller-Hauck, Friedrich Patent: US2004/260119 A1, 2004 ; Location in patent: Page 5 ;
  • Route3

    References

    • Bulletin de la Societe Scientifique de Bretagne, , vol. 31, p. Sonderheft S.9,41

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   46.53
  • LogP   1.70182
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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