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CS-W001157 4
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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole

  • CAS No. 942070-72-6

  • Cat. No. CS-W021355
  • Purity≥95%
  • MDL No.MFCD11846349

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

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole|CS-W021355

Structure of 942070-72-6

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General Information

  • CAS No. 942070-72-6
  • Cat. No. CS-W021355
  • Purity ≥95%
  • MDL No. MFCD11846349
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇BN₂O₂
  • Molecular Weight 208.07
  • Synonym(s) 1-MethyliMidazole-5-boronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=CN=CN2C)O1

Description

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole is a bench-stable boronate reagent featuring a sterically protected tetramethylboronate group. This imidazole derivative integrates readily into Suzuki-Miyaura coupling reactions under mild conditions, enabling efficient C–C bond formation with aryl and heteroaryl halides. The electron-rich imidazole core enhances reactivity while maintaining compatibility with diverse functional groups.

Application

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole serves as a robust boronate building block for palladium-catalyzed cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable reliable incorporation into complex molecular architectures. The tetramethyl-substituted dioxaborolane moiety enhances reactivity in Suzuki-Miyaura couplings, facilitating efficient construction of imidazole-containing scaffolds relevant to medicinal chemistry and materials science.

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   36.28
  • LogP   0.7193
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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