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CS-W001157 4
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(5-Cyano-2-methoxyphenyl)boronic acid

  • CAS No. 612833-37-1

  • Cat. No. CS-0038538
  • Purity≥97%
  • MDL No.MFCD06801691

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

(5-Cyano-2-methoxyphenyl)boronic acid|CS-0038538

Structure of 612833-37-1

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General Information

  • CAS No. 612833-37-1
  • Cat. No. CS-0038538
  • Purity ≥97%
  • MDL No. MFCD06801691
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BNO₃
  • Molecular Weight 176.97
  • Synonym(s) 5-Cyano-2-methoxyphenylboronic acid
  • SMILES COC1=CC=C(C=C1B(O)O)C#N

Description

This boronic acid features a cyano group at the 5-position and a methoxy substituent at the 2-position, delivering enhanced stability and solubility in polar solvents. The electron-withdrawing cyano moiety modulates reactivity, enabling efficient Suzuki-Miyaura coupling under mild conditions. Designed for streamlined synthesis of functionalized biaryls and heterocycles in medicinal chemistry and materials science.

Application

(5-Cyano-2-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced solubility and stability. The cyano and methoxy groups provide orthogonal functional handles for downstream derivatization, while the boronic acid moiety exhibits excellent bench stability and compatibility with diverse reaction conditions. Its predictable reactivity and ease of purification make it a reliable choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • WO2005/121102 A2, ; Page/Page column 28-29 ; WO 2005/121102 A2

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   73.48
  • LogP   -0.75332
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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