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3-(2-Methoxy-2-oxoethoxy)phenylboronic acid

  • CAS No. 1256355-55-1

  • Cat. No. CS-0178735
  • Molecule weight209.99
  • Purity≥98%
  • MDL No.None

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

3-(2-Methoxy-2-oxoethoxy)phenylboronic acid|CS-0178735

Structure of 1256355-55-1

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General Information

  • CAS No. 1256355-55-1
  • Cat. No. CS-0178735
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BO₅
  • Molecular Weight 209.99
  • Synonym(s) Acetic acid, 2-(3-boronophenoxy)-, 1-methyl ester
  • SMILES OB(C1=CC=CC(OCC(OC)=O)=C1)O

Description

This boronate moiety integrates a methoxy-substituted ketone group, enhancing solubility and stability under standard conditions. The ortho-phenolic boronic acid enables efficient Suzuki-Miyaura coupling with minimal protodeboronation, delivering high-yield biaryl synthesis in complex molecular architectures.

Application

3-(2-Methoxy-2-oxoethoxy)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its ortho-functionalized arylboronic acid structure provides enhanced stability and predictable reactivity, while the pendant ester group offers orthogonal handle for downstream derivatization. The compound exhibits excellent bench stability and is compatible with a wide range of reaction conditions, facilitating reliable synthesis of complex pharmaceutical intermediates and functional materials.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   75.99
  • LogP   -1.0818
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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