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CS-W001157 4
Total: USD 88.00

3-(4-Chlorophenyl)propiolic acid

  • CAS No. 3240-10-6

  • Cat. No. CS-W006758
  • Purity≥98%
  • MDL No.MFCD00046550

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

3-(4-Chlorophenyl)propiolic acid|CS-W006758

Structure of 3240-10-6

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General Information

  • CAS No. 3240-10-6
  • Cat. No. CS-W006758
  • Purity ≥98%
  • MDL No. MFCD00046550
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅ClO₂
  • Molecular Weight 180.59
  • Synonym(s) 3-(4-Chlorophenyl)-2-propynoic Acid
  • SMILES O=C(O)C#CC1=CC=C(Cl)C=C1

Description

3-(4-Chlorophenyl)propiolic acid is a synthetically valuable alkyne-bearing aromatic building block featuring a conjugated triple bond and a para-chloro substituent. This electron-deficient alkyne integrates readily into click chemistry workflows, enabling efficient coupling with azides and other nucleophiles under mild conditions. The molecule exhibits enhanced stability and solubility in common organic solvents, facilitating straightforward handling in synthetic sequences.

Application

3-(4-Chlorophenyl)propiolic acid serves as a versatile building block for conjugated enynes and heterocycles, enabling efficient Sonogashira coupling and cyclization reactions. Its terminal alkyne functionality exhibits robust reactivity under standard catalytic conditions, while the para-chlorophenyl group offers orthogonal handle for further functionalization. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for modular synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      1-Chloro-4-ethynylbenzene|CS-W018322
      873-73-4
    • null|null
      124-38-9
    • ~93%
    • In-stock
      3-(4-Chlorophenyl)propiolic acid|CS-W006758
      3240-10-6

    References

    • Yu, Dingyi; Tan, Mei Xuan; Zhang, Yugen Advanced Synthesis and Catalysis, 2012 , vol. 354, # 6 p. 969 - 974
  • Route2
    • In-stock
      1-Chloro-4-iodobenzene|CS-W007395
      637-87-6
    • null|null
      471-25-0
    • ~55%
    • In-stock
      3-(4-Chlorophenyl)propiolic acid|CS-W006758
      3240-10-6

    References

    • Park, Kyungho; Palani, Thiruvengadam; Pyo, Ayoung; Lee, Sunwoo Tetrahedron Letters, 2012 , vol. 53, # 7 p. 733 - 737
  • Route3
    • null|null
      124-38-9
    • 1-Chloro-4-(2,2-dibromovinyl)benzene|CS-0589501
      77295-59-1
    • ~%
    • In-stock
      3-(4-Chlorophenyl)propiolic acid|CS-W006758
      3240-10-6

    References

    • Zhao, Baoli Organic and Biomolecular Chemistry, 2012 , vol. 10, # 35 p. 7108 - 7119

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.7761
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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