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CS-W001157 4
Total: USD 88.00

4-Bromo-4'-methoxy-1,1'-biphenyl

  • CAS No. 58743-83-2

  • Cat. No. CS-0186959
  • Purity≥97%
  • MDL No.None

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

4-Bromo-4'-methoxy-1,1'-biphenyl|CS-0186959

Structure of 58743-83-2

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General Information

  • CAS No. 58743-83-2
  • Cat. No. CS-0186959
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁BrO
  • Molecular Weight 263.13
  • Synonym(s) 4'-bromobiphenyl-4-yl methyl ether
  • SMILES COC1=CC=C(C=C1)C2=CC=C(C=C2)Br

Description

4-Bromo-4'-methoxy-1,1'-biphenyl features a bromine atom and a methoxy group positioned ortho to the biphenyl linkage, enhancing its utility in cross-coupling reactions. The electron-donating methoxy group modulates reactivity while maintaining stability under standard conditions. This structure enables efficient incorporation into complex molecular architectures.

Application

4-Bromo-4'-methoxy-1,1'-biphenyl serves as a versatile building block in cross-coupling reactions, enabling efficient access to substituted biaryl scaffolds. Its bromine and methoxy functionalities offer orthogonal reactivity, facilitating sequential transformations. The compound exhibits excellent bench stability and is compatible with palladium-catalyzed coupling protocols, including Suzuki-Miyaura and Stille reactions, making it ideal for the synthesis of functionalized heterocycles and advanced intermediates in medicinal chemistry.

Synthesis

  • Route1
    • null|null
      104-92-7
    • In-stock
      (4-Bromophenyl)boronic acid|CS-W008847
      5467-74-3
    • ~97%
    • In-stock
      4-Bromo-4'-methoxy-1,1'-biphenyl|CS-0186959
      58743-83-2

    References

    • Qiu, Jun; Wang, Limin; Liu, Mingtao; Shen, Qiang; Tang, Jun Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6489 - 6491
  • Route2

    References

    • Guillen, Elena; Hierrezuelo, Jesus; Martinez-Mallorquin, Rocio; Lopez-Romero, J. Manuel; Rico, Rodrigo Tetrahedron, 2011 , vol. 67, # 14 p. 2555 - 2561
  • Route3
    • In-stock
      NSC 17284|CS-W008587
      29558-77-8
    • null|null
      74-88-4
    • ~98%
    • In-stock
      4-Bromo-4'-methoxy-1,1'-biphenyl|CS-0186959
      58743-83-2

    References

    • Katagiri, Toshifumi; Ota, Satoshi; Ohira, Takayuki; Yamao, Takeshi; Hotta, Shu Journal of Heterocyclic Chemistry, 2007 , vol. 44, # 4 p. 853 - 862

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   4.1247
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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