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CS-W001157 4
Total: USD 88.00

(3-Cyano-4-hydroxyphenyl)boronic acid

  • CAS No. 1637208-14-0

  • Cat. No. CS-0095612
  • Purity≥97%
  • MDL No.MFCD18394168

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

(3-Cyano-4-hydroxyphenyl)boronic acid|CS-0095612

Structure of 1637208-14-0

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General Information

  • CAS No. 1637208-14-0
  • Cat. No. CS-0095612
  • Purity ≥97%
  • MDL No. MFCD18394168
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BNO₃
  • Molecular Weight 162.94
  • Synonym(s) 3-cyano-4-hydroxyphenylboronic acid
  • SMILES OB(C1=CC=C(O)C(C#N)=C1)O

Description

(3-Cyano-4-hydroxyphenyl)boronic acid features a boronic acid group ortho to a phenolic hydroxyl and para to a nitrile, enabling selective conjugation in Suzuki-Miyaura coupling reactions. The electron-withdrawing cyano moiety enhances boronate stability and modulates reactivity, while the hydroxyl group supports hydrogen bonding and solubility in polar media. This combination delivers reliable performance under standard conditions for constructing complex aryl architectures.

Application

(3-Cyano-4-hydroxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient access to biaryl scaffolds with retained functional group integrity. The cyano and hydroxyl groups provide orthogonal reactivity and enhanced solubility, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction conditions. This compound facilitates the construction of complex heterocyclic and pharmaceutical intermediates under standard catalytic protocols.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   84.48
  • LogP   -1.05632
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   1

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