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CS-W001157 4
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4-Methylcyclohex-3-enecarboxylic acid

  • CAS No. 4342-60-3

  • Cat. No. CS-0152877
  • Purity≥98%
  • MDL No.MFCD02238356

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

4-Methylcyclohex-3-enecarboxylic acid|CS-0152877

Structure of 4342-60-3

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General Information

  • CAS No. 4342-60-3
  • Cat. No. CS-0152877
  • Purity ≥98%
  • MDL No. MFCD02238356
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₂
  • Molecular Weight 140.18
  • Synonym(s) 4-Methylcyclohex-3-ene-1-carboxylic acid
  • SMILES CC1=CCC(CC1)C(=O)O

Description

4-Methylcyclohex-3-enecarboxylic acid features a conjugated enone system fused with a substituted cyclohexane ring, enabling participation in Diels-Alder reactions and serving as a scaffold for bioactive molecule synthesis. The carboxylic acid group provides a handle for derivatization, while the methyl substituent introduces steric bias that influences regioselectivity. This compound exhibits bench-stable behavior under standard conditions and is compatible with common organic functionalization protocols.

Application

4-Methylcyclohex-3-enecarboxylic acid serves as a versatile building block for functionalized cyclohexene scaffolds, enabling efficient access to bioactive heterocycles and natural product analogs. Its conjugated enone system facilitates Michael additions and Diels–Alder reactions, while the carboxylic acid group supports direct derivatization or coupling protocols. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthesis workflows requiring moderate functional group tolerance.

Synthesis

  • Route1
    • null|null
      79-10-7
    • null|null
      78-79-5
    • ~82%
    • In-stock
      4-Methylcyclohex-3-enecarboxylic acid|CS-0152877
      4342-60-3

    References

    • Wang, Fei; Tong, Zhaohui RSC Advances, 2014 , vol. 4, # 12 p. 6314 - 6317
  • Route2
    • null|null
      151153-99-0
    • ~63%
    • In-stock
      4-Methylcyclohex-3-enecarboxylic acid|CS-0152877
      4342-60-3

    References

    • Bull, Steven D.; Davies, Stephen G.; Garner, A. Christopher; Kruchinin, Dennis; Key, Min-Suk; Roberts, Paul M.; Savory, Edward D.; Smith, Andrew D.; Thomson, James E. Organic and Biomolecular Chemistry, 2006 , vol. 4, # 15 p. 2945 - 2964
  • Route3
    • null|null
      737762-16-2
    • ~%
    • In-stock
      4-Methylcyclohex-3-enecarboxylic acid|CS-0152877
      4342-60-3

    References

    • Akkari, Rhalid; Calmes, Monique; Martinez, Jean European Journal of Organic Chemistry, 2004 , # 11 p. 2441 - 2450

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.8174
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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