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CS-W001157 4
Total: USD 88.00

rel-((1R,2R)-2-Phenylcyclopropanecarboxylic acid)

  • CAS No. 939-90-2

  • Cat. No. CS-W008367
  • Purity≥95%
  • MDL No.MFCD00001292

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

rel-((1R,2R)-2-Phenylcyclopropanecarboxylic acid)|CS-W008367

Structure of 939-90-2

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General Information

  • CAS No. 939-90-2
  • Cat. No. CS-W008367
  • Purity ≥95%
  • MDL No. MFCD00001292
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) trans-2-Phenylcyclopropanecarboxylic acid
  • SMILES OC([C@H]1[C@H](C2=CC=CC=C2)C1)=O

Description

rel-(1R,2R)-2-Phenylcyclopropanecarboxylic acid features a rigid cyclopropane scaffold with defined stereochemistry, enabling precise spatial control in asymmetric synthesis. This bench-stable carboxylic acid integrates readily into chiral building blocks for medicinal chemistry and catalytic transformations.

Application

rel-((1R,2R)-2-Phenylcyclopropanecarboxylic acid) serves as a stereochemically defined building block for the synthesis of cyclopropane-containing bioactive molecules. Its rigid chiral framework facilitates controlled functionalization and enables access to pharmaceutically relevant scaffolds through established coupling and derivatization protocols. The compound exhibits bench stability and compatibility with standard synthetic operations, supporting efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Binda, Claudia; Valente, Sergio; Romanenghi, Mauro; Pilotto, Simona; Cirilli, Roberto; Karytinos, Aristotele; Ciossani, Giuseppe; Botrugno, Oronza A.; Forneris, Federico; Tardugno, Maria; Edmondson, Dale E.; Minucci, Saverio; Mattevi, Andrea; Mai, Antonello Journal of the American Chemical Society, 2010 , vol. 132, # 19 p. 6827 - 6833
  • Route2
    • null|null
      100229-26-3
    • ~75%
    • In-stock
      rel-((1R,2R)-2-Phenylcyclopropanecarboxylic acid)|CS-W008367
      939-90-2

    References

    • Cooke, Manning P.; Jaw, John Yan Journal of Organic Chemistry, 1986 , vol. 51, # 5 p. 758 - 760
  • Route3
    • null|null
      75-47-8
    • In-stock
      Trans-Cinnamic acid|CS-0009610
      140-10-3
    • ~81%
    • In-stock
      rel-((1R,2R)-2-Phenylcyclopropanecarboxylic acid)|CS-W008367
      939-90-2

    References

    • Concellon, Jose M.; Rodriguez-Solla, Humberto; Simal, Carmen Organic Letters, 2007 , vol. 9, # 14 p. 2685 - 2688

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.8747
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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