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CS-W001157 4
Total: USD 88.00

2-Methoxyphenylacetic acid

  • CAS No. 93-25-4

  • Cat. No. CS-D0984
  • Purity≥97%
  • MDL No.MFCD00004321

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

2-Methoxyphenylacetic acid|CS-D0984

Structure of 93-25-4

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General Information

  • CAS No. 93-25-4
  • Cat. No. CS-D0984
  • Purity ≥97%
  • MDL No. MFCD00004321
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) 2-Methoxybenzeneacetic acid; o-methoxyphenylacetic acid; 2-Methoxyphenylacetic acid
  • SMILES COC1=CC=CC=C1CC(O)=O

Description

2-Methoxyphenylacetic acid features a phenylacetic core with a methoxy group at the ortho position, delivering enhanced solubility and metabolic stability. This substitution pattern imparts favorable electronic and steric properties, enabling efficient integration into bioactive scaffolds and synthetic intermediates for pharmaceutical development under standard conditions.

Application

2-Methoxyphenylacetic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-methoxy substituent enhances metabolic stability while maintaining compatibility with standard coupling reactions. The carboxylic acid group facilitates derivatization via amide, ester, or amidation protocols, offering reliable access to diverse scaffolds. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Zhao; Li; Mano; Song; Tschaen; Grabowski; Reider Journal of Organic Chemistry, 1999 , vol. 64, # 7 p. 2564 - 2566
  • Route2
    • (R)-2-Hydroxy-2-(2-methoxyphenyl)acetonitrile|CS-0611667
      121985-99-7
    • ~69%
    • In-stock
      2-Methoxyphenylacetic acid|CS-D0984
      93-25-4

    References

    • Ghosh, Somnath; Datta, Indira; Chakraborty, Rupak; Das, Tapas Kumar; Sengupta, Judhajit; Sarkar, Dipak Chandra Tetrahedron, 1989 , vol. 45, # 5 p. 1441 - 1446
  • Route3
    • In-stock
      2-Methylanisole|CS-0071775
      578-58-5
    • null|null
      124-38-9
    • ~72%
    • In-stock
      2-Methoxyphenylacetic acid|CS-D0984
      93-25-4

    References

    • Fleming, Patricia; Oshea, Donal F. Journal of the American Chemical Society, 2011 , vol. 133, # 6 p. 1698 - 1701

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318
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   1.3223
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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