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CS-W001157 4
Total: USD 88.00

Cyclopent-3-enecarboxylic acid

  • CAS No. 7686-77-3

  • Cat. No. CS-W002373
  • Purity≥95%
  • MDL No.MFCD00101764

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

Cyclopent-3-enecarboxylic acid|CS-W002373

Structure of 7686-77-3

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General Information

  • CAS No. 7686-77-3
  • Cat. No. CS-W002373
  • Purity ≥95%
  • MDL No. MFCD00101764
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₂
  • Molecular Weight 112.13
  • Synonym(s) cyclopent-3-ene-1-carboxylic acid
  • SMILES OC(=O)C1CC=CC1

Description

Cyclopent-3-enecarboxylic acid features a conjugated enone system that enhances reactivity in Diels-Alder and Michael addition reactions. The carboxylic acid group provides a handle for derivatization, while the rigid cyclopentene scaffold imparts structural definition. This compound serves as a valuable building block in synthetic organic chemistry and natural product synthesis.

Application

Cyclopent-3-enecarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclopentane derivatives through functional group transformations. Its conjugated enoic acid structure facilitates Diels-Alder reactions and metal-catalyzed couplings, while the carboxylic acid group supports direct derivatization or activation for peptide coupling and esterification. Bench-stable and amenable to purification by recrystallization, it functions reliably in multi-step syntheses targeting bioactive heterocycles and natural product analogs.

Synthesis

  • Route1
    • Cyclopent-3-ene-1,1-dicarboxylic acid|CS-0466784
      88326-51-6
    • ~99%
    • In-stock
      Cyclopent-3-enecarboxylic acid|CS-W002373
      7686-77-3

    References

    • Hutchison; Grim; Chen Journal of Heterocyclic Chemistry, 1989 , vol. 26, # 2 p. 451 - 452
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 104, # 3 p. 907 - 909
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 26, # 2 p. 451 - 452

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.0372
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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