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CS-W001157 4
Total: USD 88.00

(3-Cyano-5-methylphenyl)boronic acid

  • CAS No. 1451391-42-6

  • Cat. No. CS-0056302
  • Purity≥95%
  • MDL No.None

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

(3-Cyano-5-methylphenyl)boronic acid|CS-0056302

Structure of 1451391-42-6

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General Information

  • CAS No. 1451391-42-6
  • Cat. No. CS-0056302
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BNO₂
  • Molecular Weight 160.97
  • Synonym(s) 3-Methyl-5-cyanophenylboronic acid
  • SMILES CC1=CC(C#N)=CC(B(O)O)=C1

Description

This boronate moiety integrates a cyano and methyl group at the meta- and para-positions relative to the boronic acid, enhancing electronic and steric control. The electron-withdrawing cyano group stabilizes the boronate under standard conditions, while the methyl substituent improves solubility and reactivity in Suzuki-Miyaura couplings.

Application

(3-Cyano-5-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. Its cyano and methyl groups confer enhanced electronic stability and ortho-directed functionalization potential, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction partners. Ideal for medicinal chemistry campaigns requiring precise substitution patterns and scalable synthesis.

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   64.25
  • LogP   -0.4535
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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