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CS-W001157 4
Total: USD 88.00

Methyl 4'-bromobiphenyl-4-carboxylate

  • CAS No. 89901-03-1

  • Cat. No. CS-0131255
  • Purity≥95%
  • MDL No.MFCD00496638

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

Methyl 4'-bromobiphenyl-4-carboxylate|CS-0131255

Structure of 89901-03-1

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General Information

  • CAS No. 89901-03-1
  • Cat. No. CS-0131255
  • Purity ≥95%
  • MDL No. MFCD00496638
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁BrO₂
  • Molecular Weight 291.14
  • Synonym(s) Methyl 4'-bromo-[1,1'-biphenyl]-4-carboxylate
  • SMILES O=C(OC)C1=CC=C(C=C1)C=2C=CC(Br)=CC2

Description

Methyl 4'-bromobiphenyl-4-carboxylate features a brominated biphenyl core with a terminal ester group, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The para-bromo substitution facilitates selective functionalization, while the methyl ester serves as a stable handle for downstream derivatization under standard conditions.

Application

Methyl 4'-bromobiphenyl-4-carboxylate serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki-Miyaura and Stille reactions due to its well-defined bromine handle. The ester functionality provides synthetic flexibility for downstream transformations, while the biphenyl core offers robust stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse catalytic systems make it a practical choice for constructing complex biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC Patent: WO2006/55725 A2, 2006 ; Location in patent: Page/Page column 179 ; WO 2006/055725 A2
  • Route2

    References

    • Boehringer Ingelheim International GmbH Patent: US2004/242572 A1, 2004 ; Location in patent: Page/Page column 77 ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      4'-Bromo-[1,1'-biphenyl]-4-carboxylic acid|CS-0033739
      5731-11-3
    • ~88%
    • In-stock
      Methyl 4'-bromobiphenyl-4-carboxylate|CS-0131255
      89901-03-1

    References

    • Wright, Aaron T.; Song, Joongyu D.; Cravatt, Benjamin F. Journal of the American Chemical Society, 2009 , vol. 131, # 30 p. 10692 - 10700

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H318-H410
Precautionary Statements : P273-P280-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.9027
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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