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CS-W001157 4
Total: USD 88.00

3-(4-Fluorophenyl)prop-2-ynoic acid

  • CAS No. 706-06-9

  • Cat. No. CS-0122128
  • Molecule weight164.13
  • Purity≥98%
  • MDL No.MFCD11934514

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

3-(4-Fluorophenyl)prop-2-ynoic acid|CS-0122128

Structure of 706-06-9

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General Information

  • CAS No. 706-06-9
  • Cat. No. CS-0122128
  • Purity ≥98%
  • MDL No. MFCD11934514
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅FO₂
  • Molecular Weight 164.13
  • Synonym(s) 3-(4-Fluorophenyl)propiolic acid
  • SMILES O=C(O)C#CC1=CC=C(F)C=C1

Description

This propargylic acid features a 4-fluorophenyl group conjugated to a reactive alkyne, enabling efficient copper-catalyzed coupling reactions. The electron-withdrawing fluorine enhances electrophilicity at the β-carbon, facilitating nucleophilic addition and click chemistry applications. Designed for modular synthesis in bioconjugation and medicinal chemistry workflows.

Application

3-(4-Fluorophenyl)prop-2-ynoic acid serves as a versatile building block for the synthesis of functionalized arylalkynes and heterocyclic scaffolds. Its conjugated alkyne-carboxylic acid motif enables efficient coupling reactions, including Sonogashira and click chemistry protocols. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      1-Ethynyl-4-fluorobenzene|CS-W016580
      766-98-3
    • null|null
      124-38-9
    • ~88%
    • In-stock
      3-(4-Fluorophenyl)prop-2-ynoic acid|CS-0122128
      706-06-9

    References

    • AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ZHANG, Yugen; YU, Dingyi Patent: WO2011/75087 A1, 2011 ; Location in patent: Page/Page column 15-16; 26 ;
  • Route2
    • In-stock
      4-Iodofluorobenzene|CS-D1411
      352-34-1
    • null|null
      471-25-0
    • ~23%
    • In-stock
      3-(4-Fluorophenyl)prop-2-ynoic acid|CS-0122128
      706-06-9

    References

    • Park, Kyungho; Palani, Thiruvengadam; Pyo, Ayoung; Lee, Sunwoo Tetrahedron Letters, 2012 , vol. 53, # 7 p. 733 - 737
  • Route3
    • null|null
      460-00-4
    • null|null
      471-25-0
    • ~84%
    • In-stock
      3-(4-Fluorophenyl)prop-2-ynoic acid|CS-0122128
      706-06-9

    References

    • Park, Kyungho; You, Jung-Min; Jeon, Seungwon; Lee, Sunwoo European Journal of Organic Chemistry, 2013 , # 10 p. 1973 - 1978

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   37.3
  • LogP   1.2618
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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