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CS-W001157 4
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1-Bromocyclopropanecarboxylic acid

  • CAS No. 89544-84-3

  • Cat. No. CS-0043838
  • Molecule weight164.99
  • Purity≥97%
  • MDL No.MFCD12922644

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

1-Bromocyclopropanecarboxylic acid|CS-0043838

Structure of 89544-84-3

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General Information

  • CAS No. 89544-84-3
  • Cat. No. CS-0043838
  • Purity ≥97%
  • MDL No. MFCD12922644
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrO₂
  • Molecular Weight 164.99
  • Synonym(s) Cyclopropanecarboxylic acid, 1-broMo-
  • SMILES OC(=O)C1(Br)CC1

Description

1-Bromocyclopropanecarboxylic acid features a strained cyclopropyl ring fused to a carboxylic acid group, enabling unique reactivity in synthetic transformations. The bromine atom provides a potent electrophilic handle for nucleophilic substitution and metal-catalyzed coupling reactions. This sterically constrained scaffold facilitates the construction of complex cyclic architectures under mild conditions.

Application

1-Bromocyclopropanecarboxylic acid serves as a versatile building block for cyclopropyl-containing heterocycles and bioactive molecules. Its strained ring system enables unique reactivity in nucleophilic substitution and transition-metal-catalyzed coupling reactions. The carboxylic acid group facilitates derivatization, while the bromide supports palladium-mediated cross-coupling. Bench-stable and amenable to purification via recrystallization, it functions reliably in medicinal chemistry and process synthesis workflows.

Synthesis

  • Route1

    References

    • Barnier, Jean-Pierre; Rousseau, Gerard; Conia, Jean-Marie Synthesis, 1983 , # 11 p. 915 - 916
  • Route2
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      96999-01-8
    • ~%
    • In-stock
      1-Bromocyclopropanecarboxylic acid|CS-0043838
      89544-84-3

    References

    • Hoffmann, H. M. R.; Walenta, Angela; Eggert, Ulrike; Schomburg, Dietmar Angewandte Chemie, 1985 , vol. 97, # 7 p. 599 - 600

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.9985
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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