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1,2-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole

  • CAS No. 942070-74-8

  • Cat. No. CS-0158890
  • Purity≥97%
  • MDL No.MFCD12405495

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

1,2-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole|CS-0158890

Structure of 942070-74-8

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General Information

  • CAS No. 942070-74-8
  • Cat. No. CS-0158890
  • Purity ≥97%
  • MDL No. MFCD12405495
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉BN₂O₂
  • Molecular Weight 222.09
  • Synonym(s) 1,2-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-imidazole
  • SMILES CC1(C)C(C)(C)OB(C2=CN=C(C)N2C)O1

Description

This boronate-functionalized imidazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety enhances stability and reactivity, enabling efficient C–C bond formation. Its bench-stable nature simplifies handling and storage in synthetic workflows.

Application

1,2-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the N-methylated imidazole core provides enhanced solubility and functional group tolerance. This reagent facilitates rapid construction of complex imidazole-based scaffolds in 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.28
  • LogP   1.02772
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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