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CS-W001157 4
Total: USD 88.00

7-Octynoic acid

  • CAS No. 10297-09-3

  • Cat. No. CS-0006437
  • Purity≥97%
  • MDL No.MFCD19228078

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

7-Octynoic acid|CS-0006437

Structure of 10297-09-3

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General Information

  • CAS No. 10297-09-3
  • Cat. No. CS-0006437
  • Purity ≥97%
  • MDL No. MFCD19228078
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₂
  • Molecular Weight 140.18
  • Synonym(s) None
  • SMILES C#CCCCCCC(O)=O

Description

7-Octynoic acid features a terminal alkyne group conjugated to a carboxylic acid moiety, enabling efficient copper-catalyzed coupling reactions. This linear structure supports site-specific bioconjugation and polymer functionalization under mild conditions. The molecule exhibits good solubility in organic solvents and stability during standard bench handling.

Application

7-Octynoic acid serves as a versatile building block for alkyne-functionalized molecules, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) and other transition-metal-mediated coupling reactions. Its terminal alkyne and carboxylic acid functionalities offer orthogonal reactivity for conjugation strategies in medicinal chemistry and materials science. The compound exhibits good bench stability and facilitates straightforward purification via standard chromatographic methods, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Yeagley, Andrew A.; Su, Zhaoming; McCullough, Kara D.; Worthington, Roberta J.; Melander, Christian Organic and Biomolecular Chemistry, 2013 , vol. 11, # 1 p. 130 - 137
  • Route2

    References

    • Reyes, Samuel; Huigens Iii, Robert W.; Su, Zhaoming; Simon, Michel L.; Melander, Christian Organic and Biomolecular Chemistry, 2011 , vol. 9, # 8 p. 3041 - 3049
  • Route3
    • In-stock
      6-Bromohexanoic acid|CS-W007559
      4224-70-8
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    • In-stock
      7-Octynoic acid|CS-0006437
      10297-09-3

    References

    • Zinkevich,E.P. et al. Zhurnal Organicheskoi Khimii, 1966 , vol. 2, # 11 p. 2028 - 2031,1990 - 1992

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.6547
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   5

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