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CS-W001157 4
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(1S,2S)-2-Fluorocyclopropanecarboxylic acid

  • CAS No. 127199-14-8

  • Cat. No. CS-0029963
  • Purity≥97%
  • MDL No.MFCD19237459

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

(1S,2S)-2-Fluorocyclopropanecarboxylic acid|CS-0029963

Structure of 127199-14-8

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General Information

  • CAS No. 127199-14-8
  • Cat. No. CS-0029963
  • Purity ≥97%
  • MDL No. MFCD19237459
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅FO₂
  • Molecular Weight 104.08
  • Synonym(s) (1S,2S)-2-Fluorocyclopropanecarboxylic acid; (cis)-2-fluorocyclopropanecarboxylic acid Relative stereochemistry
  • SMILES O=C([C@H]1[C@@H](F)C1)O

Description

This fluorinated cyclopropanecarboxylic acid features a strained three-membered ring with stereocontrolled fluorine incorporation, delivering enhanced metabolic stability and conformational rigidity. The (1S,2S) configuration imparts distinct stereoelectronic properties, making it valuable for probing bioactive molecule scaffolds in medicinal chemistry and as a chiral building block in asymmetric synthesis.

Application

(1S,2S)-2-Fluorocyclopropanecarboxylic acid serves as a stable, enantiomerically pure building block for the synthesis of fluorinated cyclopropane-containing molecules. Its constrained ring structure imparts distinct conformational rigidity, enabling precise spatial presentation of functional groups in medicinal chemistry applications. The carboxylic acid functionality facilitates straightforward derivatization via amide, ester, or acyl chloride formation, while the fluorine atom enhances metabolic stability and modulates electronic properties. This compound exhibits excellent bench stability and is compatible with standard coupling reactions, making it a reliable scaffold for targeted molecular design.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.429
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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