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CS-W001157 4
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cis-4-(Trifluoromethyl)cyclohexanecarboxylic acid

  • CAS No. 1202578-27-5

  • Cat. No. CS-0056098
  • Purity≥98%
  • MDL No.MFCD09037361

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

cis-4-(Trifluoromethyl)cyclohexanecarboxylic acid|CS-0056098

Structure of 1202578-27-5

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General Information

  • CAS No. 1202578-27-5
  • Cat. No. CS-0056098
  • Purity ≥98%
  • MDL No. MFCD09037361
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁F₃O₂
  • Molecular Weight 196.17
  • Synonym(s) (1r,4s)-4-(trifluoromethyl)cyclohexanecarboxylic acid
  • SMILES O=C([C@H]1CC[C@@H](C(F)(F)F)CC1)O

Description

cis-4-(Trifluoromethyl)cyclohexanecarboxylic acid features a rigid, electron-deficient cyclohexane ring with a polar carboxylic acid group positioned cis to the trifluoromethyl substituent. This stereochemistry enhances its lipophilic character and metabolic stability, making it valuable for medicinal chemistry applications requiring precise spatial orientation and resistance to oxidative degradation in bioactive scaffolds.

Application

cis-4-(Trifluoromethyl)cyclohexanecarboxylic acid serves as a valuable chiral building block in medicinal chemistry, offering a rigid, lipophilic scaffold with enhanced metabolic stability. The carboxylic acid functionality enables direct derivatization into amides, esters, or acyl chlorides, while the cis-configured trifluoromethyl group imparts favorable conformational bias and improved membrane permeability. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for parallel synthesis and API development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.4397
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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