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CS-W001157 4
Total: USD 88.00

1-(4-Bromophenyl)cyclopropanecarboxylic acid

  • CAS No. 345965-52-8

  • Cat. No. CS-W020617
  • Purity≥95%
  • MDL No.MFCD07374439

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

1-(4-Bromophenyl)cyclopropanecarboxylic acid|CS-W020617

Structure of 345965-52-8

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General Information

  • CAS No. 345965-52-8
  • Cat. No. CS-W020617
  • Purity ≥95%
  • MDL No. MFCD07374439
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrO₂
  • Molecular Weight 241.08
  • Synonym(s) 1-(4-Bromophenyl)-1-cyclopropanecarboxylic acid; L3TJ AVQ AR DE [WLN]
  • SMILES O=C(C1(C2=CC=C(Br)C=C2)CC1)O

Description

1-(4-Bromophenyl)cyclopropanecarboxylic acid features a rigid cyclopropane ring fused to a para-brominated phenyl group, delivering enhanced metabolic stability and defined spatial orientation. This structural motif enables precise integration into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting CNS agents and kinase inhibitors. The carboxylic acid functionality provides a handle for derivatization via amide or ester formation under standard coupling conditions.

Application

1-(4-Bromophenyl)cyclopropanecarboxylic acid serves as a versatile building block for the synthesis of biaryl-containing cyclopropane scaffolds. Its well-defined reactivity enables direct functionalization via Suzuki-Miyaura and Stille couplings, while the carboxylic acid group facilitates derivatization into esters, amides, or acyl chlorides. The molecule exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • US6359135 B1, ; Page column 113 ;
  • Route2
    • In-stock
      4-Bromophenylacetonitrile|CS-W008769
      16532-79-9
    • null|null
      107-04-0
    • ~79%
    • In-stock
      1-(4-Bromophenyl)cyclopropanecarboxylic acid|CS-W020617
      345965-52-8

    References

    • EP2700643 A1, ; Paragraph 0200 ;
  • Route3
    • In-stock
      4-Bromophenylacetonitrile|CS-W008769
      16532-79-9
    • null|null
      106-93-4
    • ~51%
    • In-stock
      1-(4-Bromophenyl)cyclopropanecarboxylic acid|CS-W020617
      345965-52-8

    References

    • WO2013/38429 A2, ; Page/Page column 75-76 ;

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   2.5653
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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