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CS-W001157 4
Total: USD 88.00

4-Chloro-2-methoxyphenylboronic acid

  • CAS No. 762287-57-0

  • Cat. No. CS-D1506
  • Purity≥98%
  • MDL No.MFCD02684317

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

4-Chloro-2-methoxyphenylboronic acid|CS-D1506

Structure of 762287-57-0

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General Information

  • CAS No. 762287-57-0
  • Cat. No. CS-D1506
  • Purity ≥98%
  • MDL No. MFCD02684317
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BClO₃
  • Molecular Weight 186.40
  • Synonym(s) Boronic acid,(4-chloro-2-methoxyphenyl)-; 4-Chloro-2-methoxybenzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES COC1=CC(Cl)=CC=C1B(O)O

Description

4-Chloro-2-methoxyphenylboronic acid features a boronate moiety flanked by electron-withdrawing chlorine and electron-donating methoxy groups, enabling efficient Suzuki-Miyaura coupling under standard conditions. This bench-stable reagent integrates seamlessly into synthetic workflows requiring regioselective aryl-aryl bond formation.

Application

4-Chloro-2-methoxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its ortho-chloro and methoxy substituents provide complementary reactivity and steric control, enhancing regioselectivity in complex molecule assembly. The compound exhibits excellent bench stability, facilitates straightforward purification, and tolerates a broad range of functional groups, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 56, # 17 p. 6626 - 6637

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

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