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CS-W001157 4
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(4-(2-Hydroxyethyl)phenyl)boronic acid

  • CAS No. 137756-89-9

  • Cat. No. CS-0157612
  • Purity≥97%
  • MDL No.MFCD03095135

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

(4-(2-Hydroxyethyl)phenyl)boronic acid|CS-0157612

Structure of 137756-89-9

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General Information

  • CAS No. 137756-89-9
  • Cat. No. CS-0157612
  • Purity ≥97%
  • MDL No. MFCD03095135
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₃
  • Molecular Weight 165.98
  • Synonym(s) 4-(2-Hydroxyethyl)phenylboronicacid
  • SMILES C1=C(C=CC(=C1)B(O)O)CCO

Description

This boronic acid features a hydroxylated ethyl spacer that enhances solubility and stability in aqueous environments. The para-hydroxyphenylboronate moiety enables efficient Suzuki-Miyaura coupling under mild conditions, facilitating the synthesis of biaryl architectures in medicinal chemistry and materials science applications.

Application

(4-(2-Hydroxyethyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl architectures. The pendant hydroxyl group provides enhanced solubility and facilitates downstream functionalization, while the boronic acid moiety offers excellent stability under ambient conditions and compatibility with diverse reaction partners. Its well-defined reactivity profile makes it a reliable choice for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Hirano, Misato; Nakao, Kazunari; Nukui, Seiji; Yamagishi, Tatsuya Patent: US2004/19045 A1, 2004 ; Location in patent: Page 52 ;

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   60.69
  • LogP   -1.0988
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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