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CS-W001157 4
Total: USD 88.00

3'-Bromo-[1,1'-biphenyl]-4-carboxylic acid

  • CAS No. 5737-83-7

  • Cat. No. CS-0060388
  • Purity≥96%
  • MDL No.None

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

3'-Bromo-[1,1'-biphenyl]-4-carboxylic acid|CS-0060388

Structure of 5737-83-7

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General Information

  • CAS No. 5737-83-7
  • Cat. No. CS-0060388
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉BrO₂
  • Molecular Weight 277.11
  • Synonym(s) 4-(3-bromophenyl)benzoic Acid
  • SMILES C1=CC(=CC(=C1)Br)C2=CC=C(C=C2)C(=O)O

Description

3'-Bromo-[1,1'-biphenyl]-4-carboxylic acid features a brominated aryl moiety paired with a carboxylic acid group, enabling direct coupling in cross-coupling reactions. The ortho-bromine facilitates Pd-catalyzed transformations, while the carboxylic acid offers handle for derivatization or conjugation. This dual-functional scaffold supports efficient synthesis of complex biaryl architectures under standard conditions.

Application

3'-Bromo-[1,1'-biphenyl]-4-carboxylic acid serves as a versatile building block for Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions. The bromo and carboxylic acid functionalities enable sequential functionalization, facilitating the construction of biaryl scaffolds and pharmaceutical intermediates with high regiocontrol. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Simoni, Daniele; Giannini, Giuseppe; Roberti, Marinella; Rondanin, Riccardo; Baruchello, Riccardo; Rossi, Marcello; Grisolia, Giuseppina; Invidiata, Francesco Paolo; Aiello, Stefania; Marino, Silvia; Cavallini, Sabrina; Siniscalchi, Anna; Gebbia, Nicola; Crosta, Lucia; Grimaudo, Stefania; Abbadessa, Vincenzo; Di Cristina, Antonietta; Tolomeo, Manlio Journal of Medicinal Chemistry, 2005 , vol. 48, # 13 p. 4293 - 4299
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    References

    • Simoni, Daniele; Giannini, Giuseppe; Roberti, Marinella; Rondanin, Riccardo; Baruchello, Riccardo; Rossi, Marcello; Grisolia, Giuseppina; Invidiata, Francesco Paolo; Aiello, Stefania; Marino, Silvia; Cavallini, Sabrina; Siniscalchi, Anna; Gebbia, Nicola; Crosta, Lucia; Grimaudo, Stefania; Abbadessa, Vincenzo; Di Cristina, Antonietta; Tolomeo, Manlio Journal of Medicinal Chemistry, 2005 , vol. 48, # 13 p. 4293 - 4299
  • Route3
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      5730-89-2
    • ~%
    • In-stock
      3'-Bromo-[1,1'-biphenyl]-4-carboxylic acid|CS-0060388
      5737-83-7

    References

    • Berliner; Blommers Journal of the American Chemical Society, 1951 , vol. 73, p. 2479,2480

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.8143
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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