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trans-2-Cyanocyclopropane-1-carboxylic acid

  • CAS No. 39891-82-2

  • Cat. No. CS-0047826
  • Purity≥97%
  • MDL No.None

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

trans-2-Cyanocyclopropane-1-carboxylic acid|CS-0047826

Structure of 39891-82-2

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General Information

  • CAS No. 39891-82-2
  • Cat. No. CS-0047826
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NO₂
  • Molecular Weight 111.10
  • Synonym(s) trans-2-Cyanocyclopropanecarboxylic acid
  • SMILES OC(=O)[C@@H]1C[C@H]1C#N

Description

trans-2-Cyanocyclopropane-1-carboxylic acid features a strained cyclopropane ring bearing both cyano and carboxylic acid functionalities in trans configuration. This rigid, electron-deficient scaffold serves as a key building block for bioactive molecules and cyclic peptide mimetics. The compound exhibits enhanced stability under standard conditions and facilitates efficient derivatization via nucleophilic or coupling reactions.

Application

trans-2-Cyanocyclopropane-1-carboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of strained heterocyclic systems and functionalized cyclopropane scaffolds. Its bifunctional nature—combining a reactive nitrile group with a carboxylic acid—facilitates diverse transformations including nucleophilic additions, cyclizations, and derivatization under mild conditions. The trans configuration ensures defined stereochemistry, enhancing utility in stereoselective synthesis. Bench-stable and amenable to standard purification methods, it functions reliably in medicinal chemistry and process 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-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   0.23068
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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