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Benzeneacetic acid, 3-borono-, α-methyl ester

  • CAS No. 643094-11-5

  • Cat. No. CS-0029538
  • Purity≥97%
  • MDL No.None

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

Benzeneacetic acid, 3-borono-, α-methyl ester|CS-0029538

Structure of 643094-11-5

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General Information

  • CAS No. 643094-11-5
  • Cat. No. CS-0029538
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BO₄
  • Molecular Weight 193.99
  • Synonym(s) [3-[(Methoxycarbonyl)methyl]phenyl]boronic acid; Methyl (3-boronophenyl)acetate
  • SMILES O=C(CC1=CC(B(O)O)=CC=C1)OC

Description

This boronate moiety features a strategically positioned methoxy-ketone group, enhancing solubility and stability under standard conditions. The ortho-substituted phenylboronic acid integrates efficiently into Suzuki-Miyaura couplings, enabling rapid access to complex biaryl architectures with minimal protodeboronation.

Application

3-(2-Methoxy-2-oxoethyl)phenylboronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient access to biaryl and heteroaryl architectures. The ortho-substituted phenylboronic acid exhibits enhanced stability and facilitates clean coupling with aryl halides under standard conditions. Its pendant methoxyketone group provides a handle for downstream functionalization, including reduction or nucleophilic addition, supporting modular synthesis of complex scaffolds in medicinal chemistry and materials science applications.

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   66.76
  • LogP   -0.9181
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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