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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

  • CAS No. 1007206-54-3

  • Cat. No. CS-W005390
  • Purity≥97%
  • MDL No.MFCD11054041

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole|CS-W005390

Structure of 1007206-54-3

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General Information

  • CAS No. 1007206-54-3
  • Cat. No. CS-W005390
  • Purity ≥97%
  • MDL No. MFCD11054041
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BN₂O₂
  • Molecular Weight 244.10
  • Synonym(s) 2-(Benzimidazol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CC1(OB(C2=CC=C3C(N=CN3)=C2)OC1(C)C)C

Description

This boronate-functionalized benzimidazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering biaryl architectures with high efficiency. The tetramethyl-dioxaborolane moiety ensures excellent stability and moisture tolerance, enabling reliable use in synthetic workflows.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable reliable C–C bond formation in complex molecule synthesis. The tetramethyl-substituted dioxaborolane enhances reactivity while minimizing protodeboronation, making it ideal for constructing biaryl architectures in pharmaceutical and agrochemical R&D workflows.

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   47.14
  • LogP   1.8621
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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