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(3-Chloro-2-methoxyphenyl)boronic acid

  • CAS No. 179898-50-1

  • Cat. No. CS-0020089
  • Purity≥98%
  • MDL No.MFCD08277278

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

(3-Chloro-2-methoxyphenyl)boronic acid|CS-0020089

Structure of 179898-50-1

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General Information

  • CAS No. 179898-50-1
  • Cat. No. CS-0020089
  • Purity ≥98%
  • MDL No. MFCD08277278
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BClO₃
  • Molecular Weight 186.40
  • Synonym(s) Boronic acid, (3-chloro-2-methoxyphenyl)- (9CI)
  • SMILES COC1=C(Cl)C=CC=C1B(O)O

Description

This boronic acid features a chlorinated, methoxy-substituted phenyl core that enhances electronic tuning and stability. The boronate moiety integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering high yields with minimal protodeboronation. Its bench-stable nature simplifies handling in synthetic workflows.

Application

(3-Chloro-2-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The chloro and methoxy groups provide orthogonal reactivity and enhanced solubility, while the boronic acid moiety offers excellent bench stability and compatibility with diverse functional groups. Its predictable performance facilitates rapid access to substituted biaryl scaffolds relevant to pharmaceutical and agrochemical synthesis.

Synthesis

  • Route1
    • In-stock
      1-Bromo-3-chloro-2-methoxybenzene|CS-0059287
      174913-10-1
    • null|null
      121-43-7
    • ~90%
    • In-stock
      (3-Chloro-2-methoxyphenyl)boronic acid|CS-0020089
      179898-50-1

    References

    • US5688808 A1, ; US 5688808 A

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   0.0284
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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