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CS-W001157 4
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(4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenyl)boronic acid

  • CAS No. 913835-70-8

  • Cat. No. CS-0175877
  • Purity≥98%
  • MDL No.None

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

(4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenyl)boronic acid|CS-0175877

Structure of 913835-70-8

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General Information

  • CAS No. 913835-70-8
  • Cat. No. CS-0175877
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BN₂O₃
  • Molecular Weight 203.99
  • Synonym(s) 4-(5-Methyl-1,3,4-Oxadiazol-2-yl)Benzeneboronic Acid
  • SMILES CC1=NN=C(O1)C2=CC=C(B(O)O)C=C2

Description

This boronate moiety integrates a 5-methyl-1,3,4-oxadiazole ring with a para-substituted phenylboronic acid, offering enhanced stability and compatibility in Suzuki-Miyaura cross-coupling reactions. The electron-deficient oxadiazole group improves functional group tolerance, while the boronic acid handle enables efficient C–C bond formation under standard conditions.

Application

(4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced metabolic stability. The 1,3,4-oxadiazole ring imparts excellent bench stability and favorable solubility characteristics, while the boronic acid functionality offers broad functional group tolerance and compatibility with standard reaction conditions. This compound facilitates rapid access to pharmacophoric motifs relevant to medicinal chemistry and materials science applications.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   79.38
  • LogP   -0.27518
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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