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CS-W001157 4
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5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole

  • CAS No. 99513-17-4

  • Cat. No. CS-0152754
  • Purity≥98%
  • MDL No.MFCD16250432

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

5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole|CS-0152754

Structure of 99513-17-4

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General Information

  • CAS No. 99513-17-4
  • Cat. No. CS-0152754
  • Purity ≥98%
  • MDL No. MFCD16250432
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrN₂
  • Molecular Weight 225.09
  • Synonym(s) 5-bromo-1,2-dimethyl-1H-benzimidazole
  • SMILES CC1=NC2=C(C=CC(=C2)Br)N1C

Description

5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole features a brominated benzene ring fused to a dimethyl-substituted imidazole core, delivering enhanced electron-withdrawing character and improved stability for use in transition metal-catalyzed cross-coupling reactions. The methyl groups at the 1- and 2-positions provide steric protection, minimizing unwanted side reactions while maintaining reactivity under standard conditions. This compound serves as a robust building block in synthetic organic chemistry, particularly for constructing functionalized heterocyclic scaffolds.

Application

5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-rich heterocyclic core. The dimethyl substitution enhances solubility and bench stability, while the imidazole scaffold provides orthogonal reactivity for further functionalization. This compound facilitates efficient access to substituted benzimidazoles commonly found in bioactive scaffolds and pharmaceutical intermediates.

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

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.64422
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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