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CS-W001157 4
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B-[4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid

  • CAS No. 952514-79-3

  • Cat. No. CS-0040189
  • Purity≥97%
  • MDL No.MFCD11045057

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

B-[4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid|CS-0040189

Structure of 952514-79-3

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General Information

  • CAS No. 952514-79-3
  • Cat. No. CS-0040189
  • Purity ≥97%
  • MDL No. MFCD11045057
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₅BN₂O₂
  • Molecular Weight 314.15
  • Synonym(s) Boronic acid, B-[4-(1-phenyl-1H-benzimidazol-2-yl)phenyl]-
  • SMILES OB(C1=CC=C(C2=NC3=CC=CC=C3N2C4=CC=CC=C4)C=C1)O

Description

B-[4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid features a boronic acid moiety appended to a phenyl-substituted benzimidazole scaffold, delivering enhanced stability and solubility in polar solvents. This structure integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures under mild conditions.

Application

B-[4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecular architectures. This compound functions as a key intermediate in the synthesis of heterocyclic systems relevant to pharmaceutical and materials chemistry.

Synthesis

  • Route1

    References

    • Journal of Materials Chemistry, , vol. 21, # 6 p. 1846 - 1851

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   58.28
  • LogP   2.3723
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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