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CS-W001157 4
Total: USD 88.00

Cyclohex-3-enecarboxylic acid

  • CAS No. 4771-80-6

  • Cat. No. CS-W011160
  • Purity≥97%
  • MDL No.MFCD00013781

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

Cyclohex-3-enecarboxylic acid|CS-W011160

Structure of 4771-80-6

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General Information

  • CAS No. 4771-80-6
  • Cat. No. CS-W011160
  • Purity ≥97%
  • MDL No. MFCD00013781
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₂
  • Molecular Weight None
  • Synonym(s) cyclohex-3-ene-1-carboxylic acid
  • SMILES OC(=O)C1CCC=CC1

Description

Cyclohex-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 cyclohexene backbone offers defined stereochemical control in synthetic transformations.

Application

Cyclohex-3-enecarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclohexane derivatives. Its conjugated enone-like structure facilitates electrophilic additions, Diels–Alder reactions, and metal-catalyzed transformations. The carboxylic acid group provides a handle for derivatization via esterification, amidation, or decarboxylation protocols. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of natural product analogs and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      106-99-0
    • null|null
      79-10-7
    • ~99%
    • In-stock
      Cyclohex-3-enecarboxylic acid|CS-W011160
      4771-80-6

    References

    • Korea Kumho Petrochemical Co., Ltd. Patent: US2004/73068 A1, 2004 ; Location in patent: Page 4 ;
  • Route2
    • null|null
      100-50-5
    • ~97%
    • In-stock
      Cyclohex-3-enecarboxylic acid|CS-W011160
      4771-80-6

    References

    • Zhao, Junfeng; Mueck-Lichtenfeld, Christian; Studer, Armido Advanced Synthesis and Catalysis, 2013 , vol. 355, # 6 p. 1098 - 1106
  • Route3
    • null|null
      112391-51-2
    • ~88%
    • In-stock
      Cyclohex-3-enecarboxylic acid|CS-W011160
      4771-80-6

    References

    • Fu, Gregory C.; Nguyen, SonBinh T.; Grubbs, Robert H. Journal of the American Chemical Society, 1993 , vol. 115, # 21 p. 9856 - 9857

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅱ
Hazard Statements : H312-H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P302+P352-P304+P340-P362+P364-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.4273
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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