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CS-W001157 4
Total: USD 88.00

(5-Bromo-2-methoxyphenyl)boronic acid

  • CAS No. 89694-45-1

  • Cat. No. CS-0041830
  • Purity≥97%
  • MDL No.MFCD00093409

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

(5-Bromo-2-methoxyphenyl)boronic acid|CS-0041830

Structure of 89694-45-1

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General Information

  • CAS No. 89694-45-1
  • Cat. No. CS-0041830
  • Purity ≥97%
  • MDL No. MFCD00093409
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BBrO₃
  • Molecular Weight 230.85
  • Synonym(s) 5-Bromo-2-methoxyphenylboronic acid
  • SMILES OB(C1=CC(Br)=CC=C1OC)O

Description

This boronic acid features a brominated, methoxy-substituted phenyl core that enables efficient cross-coupling in palladium-catalyzed reactions. The electron-donating methoxy group enhances reactivity while maintaining stability under standard conditions. Ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials synthesis.

Application

(5-Bromo-2-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The bromo and methoxy groups provide orthogonal reactivity and electronic tuning for downstream functionalization. Its stability, ease of handling, and compatibility with diverse reaction partners make it well-suited for constructing biaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Fukuda, Tsutomu; Ohta, Takeshi; Saeki, Sho; Iwao, Masatomo Heterocycles, 2010 , vol. 80, # 2 p. 841 - 846
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 69, # 2 p. 566 - 569
  • Route3

    References

    • Tetrahedron, , vol. 19, p. 821 - 826

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   0.1375
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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