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CS-W001157 4
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3-(3-Methoxyphenyl)prop-2-ynoic acid

  • CAS No. 7621-89-8

  • Cat. No. CS-0122140
  • Purity≥97%
  • MDL No.MFCD14707286

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

3-(3-Methoxyphenyl)prop-2-ynoic acid|CS-0122140

Structure of 7621-89-8

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General Information

  • CAS No. 7621-89-8
  • Cat. No. CS-0122140
  • Purity ≥97%
  • MDL No. MFCD14707286
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₃
  • Molecular Weight 176.17
  • Synonym(s) 3-(3-methoxyphenyl)propiolic acid
  • SMILES O=C(O)C#CC1=CC=CC(OC)=C1

Description

This propargylic acid features a 3-methoxyphenyl group conjugated to an alkyne-carboxylic acid system, enabling direct incorporation into click chemistry workflows. The electron-donating methoxy substituent enhances solubility and stabilizes the reactive alkyne moiety under standard conditions.

Application

3-(3-Methoxyphenyl)prop-2-ynoic acid serves as a versatile building block for the synthesis of conjugated enynes and functionalized aromatic systems. Its terminal alkyne and carboxylic acid functionalities enable diverse transformations, including copper-catalyzed azide-alkyne cycloadditions and esterifications. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
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      124-38-9
    • In-stock
      3-Methoxyphenylacetylene|CS-W003982
      768-70-7
    • ~87%
    • In-stock
      3-(3-Methoxyphenyl)prop-2-ynoic acid|CS-0122140
      7621-89-8

    References

    • AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ZHANG, Yugen; YU, Dingyi Patent: WO2011/75087 A1, 2011 ; Location in patent: Page/Page column 17-18; 26 ;
  • Route2
    • null|null
      2398-37-0
    • null|null
      471-25-0
    • ~%
    • In-stock
      3-(3-Methoxyphenyl)prop-2-ynoic acid|CS-0122140
      7621-89-8

    References

    • Anderson, Kevin W.; Buchwald, Stephen L. Angewandte Chemie - International Edition, 2005 , vol. 44, # 38 p. 6173 - 6177
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    References

    • Newman; Merrill Journal of the American Chemical Society, 1955 , vol. 77, p. 5549 View citing articles Show Details Baddar et al. Journal of the Chemical Society, 1955 , p. 461,464 Journal of the Chemical Society, 1959 , p. 1027,1030

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.1313
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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