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trans-4-Cyanocyclohexane-1-carboxylic acid

  • CAS No. 15177-68-1

  • Cat. No. CS-0133525
  • Purity≥97%
  • MDL No.MFCD27945176

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

trans-4-Cyanocyclohexane-1-carboxylic acid|CS-0133525

Structure of 15177-68-1

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General Information

  • CAS No. 15177-68-1
  • Cat. No. CS-0133525
  • Purity ≥97%
  • MDL No. MFCD27945176
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO₂
  • Molecular Weight 153.18
  • Synonym(s) None
  • SMILES C(O)(=O)[C@H]1CC[C@H](C#N)CC1

Description

trans-4-Cyanocyclohexane-1-carboxylic acid features a rigid, conformationally locked cyclohexane scaffold with a cyano group and carboxylic acid moiety in trans configuration. This stereochemical arrangement enhances structural predictability and facilitates selective functionalization in synthetic applications. The molecule exhibits favorable solubility in polar aprotic solvents and maintains stability under standard bench conditions. Its defined geometry supports precise molecular design in medicinal chemistry and materials science.

Application

trans-4-Cyanocyclohexane-1-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and cyclic amine derivatives. Its stable trans-configured cyclohexane scaffold provides predictable stereochemical control, while the nitrile and carboxylic acid functionalities offer orthogonal reactivity for downstream transformations. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for scale-up and multi-step synthetic sequences.

Synthesis

  • Route1
    • trans-Cyclohexane-1,4-dicarbonitrile|CS-1662195
      6550-85-2
    • ~%
    • In-stock
      trans-4-Cyanocyclohexane-1-carboxylic acid|CS-0133525
      15177-68-1

    References

    • Nishise, Hiroshi; Kurihara, Makoto; Tani, Yoshiki Agricultural and Biological Chemistry, 1987 , vol. 51, # 9 p. 2613 - 2616

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   61.09
  • LogP   1.40098
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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