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CS-W001157 4
Total: USD 88.00

(4-(3-Methoxy-3-oxopropyl)phenyl)boronic acid

  • CAS No. 850568-44-4

  • Cat. No. CS-0176104
  • Purity≥95%
  • MDL No.MFCD04115640

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

(4-(3-Methoxy-3-oxopropyl)phenyl)boronic acid|CS-0176104

Structure of 850568-44-4

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General Information

  • CAS No. 850568-44-4
  • Cat. No. CS-0176104
  • Purity ≥95%
  • MDL No. MFCD04115640
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BO₄
  • Molecular Weight 208.02
  • Synonym(s) None
  • SMILES O=C(OC)CCC1=CC=C(C=C1)B(O)O

Description

This boronate moiety integrates a para-methoxy ketone functionality, enabling direct functionalization in cross-coupling reactions. The electron-deficient aryl group enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

(4-(3-Methoxy-3-oxopropyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The pendant ketone and ether functionalities offer orthogonal handles for downstream derivatization, while the boronic acid moiety provides excellent bench stability and compatibility with aqueous workup procedures. Its defined reactivity profile makes it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      905966-44-1
    • ~77%
    • In-stock
      (4-(3-Methoxy-3-oxopropyl)phenyl)boronic acid|CS-0176104
      850568-44-4

    References

    • Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521

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+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.76
  • LogP   -0.528
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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