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(1R)-2,2-Difluorocyclopropane-1-carboxylic acid

  • CAS No. 1631747-25-5

  • Cat. No. CS-0053638
  • Purity≥97%
  • MDL No.MFCD30719344

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

(1R)-2,2-Difluorocyclopropane-1-carboxylic acid|CS-0053638

Structure of 1631747-25-5

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General Information

  • CAS No. 1631747-25-5
  • Cat. No. CS-0053638
  • Purity ≥97%
  • MDL No. MFCD30719344
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄F₂O₂
  • Molecular Weight 122.07
  • Synonym(s) (1R)‐2,2‐difluorocyclopropane‐1‐carboxylic acid
  • SMILES OC(=O)[C@H]1CC1(F)F

Description

This chiral cyclopropane carboxylic acid features a rigid, strained ring system with two fluorine atoms at the geminal 2-position, conferring enhanced metabolic stability and distinct electronic properties. The (1R) stereochemistry enables selective incorporation into bioactive molecules, particularly in medicinal chemistry applications where conformational restraint and lipophilicity are critical.

Application

(1R)-2,2-Difluorocyclopropane-1-carboxylic acid serves as a conformationally constrained building block for medicinal chemistry campaigns, enabling the exploration of stereochemically defined bioactive scaffolds. Its rigid cyclopropane core imparts metabolic stability and enhances target binding affinity in peptidomimetic and CNS-targeted compound development. The difluoro substitution pattern modulates electronic properties and lipophilicity, while the carboxylic acid group facilitates direct derivatization or salt formation. Bench-stable and compatible with standard coupling protocols, it functions effectively in solid-phase synthesis and fragment-based drug discovery workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.7262
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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