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CS-W001157 4
Total: USD 88.00

3-Cyclopropylprop-2-ynoic acid

  • CAS No. 7358-93-2

  • Cat. No. CS-0071182
  • Molecule weight110.11
  • Purity≥97%
  • MDL No.MFCD03035228

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

3-Cyclopropylprop-2-ynoic acid|CS-0071182

Structure of 7358-93-2

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General Information

  • CAS No. 7358-93-2
  • Cat. No. CS-0071182
  • Purity ≥97%
  • MDL No. MFCD03035228
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₂
  • Molecular Weight 110.11
  • Synonym(s) None
  • SMILES O=C(O)C#CC1CC1

Description

3-Cyclopropylprop-2-ynoic acid features a conjugated alkyne-carboxylic acid motif with a cyclopropyl group at the β-position, offering enhanced stability and defined steric profile. This scaffold enables efficient coupling in click chemistry and serves as a key building block for bioconjugation, peptide modification, and the synthesis of functionalized heterocycles under mild conditions.

Application

3-Cyclopropylprop-2-ynoic acid serves as a versatile building block for synthesizing bioactive heterocycles and functionalized alkynes. Its terminal alkyne moiety enables reliable copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the carboxylic acid group facilitates direct derivatization or amide coupling. The cyclopropyl substituent imparts conformational rigidity and enhances metabolic stability, making it valuable in medicinal chemistry scaffolds. Bench-stable and compatible with standard purification protocols, it functions effectively in multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      6746-94-7
    • null|null
      124-38-9
    • ~76%
    • In-stock
      3-Cyclopropylprop-2-ynoic acid|CS-0071182
      7358-93-2

    References

    • Zhang, Xiao; Zhang, Wen-Zhen; Ren, Xiang; Zhang, Lin-Lin; Lu, Xiao-Bing Organic Letters, 2011 , vol. 13, # 9 p. 2402 - 2405
  • Route2
    • Methyl 3-cyclopropylprop-2-ynoate|CS-0243634
      80866-48-4
    • ~85%
    • In-stock
      3-Cyclopropylprop-2-ynoic acid|CS-0071182
      7358-93-2

    References

    • Herges, Rainer; Geuenich, Daniel; Bucher, Goetz; Toenshoff, Christina Chemistry - A European Journal, 2000 , vol. 6, # 7 p. 1224 - 1228
  • Route3
    • null|null
      6746-94-7
    • ~%
    • In-stock
      3-Cyclopropylprop-2-ynoic acid|CS-0071182
      7358-93-2

    References

    • Herges, Rainer; Geuenich, Daniel; Bucher, Goetz; Toenshoff, Christina Chemistry - A European Journal, 2000 , vol. 6, # 7 p. 1224 - 1228

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.4844
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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