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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

  • CAS No. 3012-80-4

  • Cat. No. CS-0021455
  • Purity≥98%
  • MDL No.MFCD00142655

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

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde|CS-0021455

Structure of 3012-80-4

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General Information

  • CAS No. 3012-80-4
  • Cat. No. CS-0021455
  • Purity ≥98%
  • MDL No. MFCD00142655
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 1-Methyl-2-formyl-1H-benzimidazole; 1-Methyl-2-formylbenzimidazole; 2-Formyl-1-methylbenzimidazole; 1-methyl-1H-benzimidazole-2-carbaldehyde
  • SMILES O=CC1=NC2=CC=CC=C2N1C

Description

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde features a rigid, electron-deficient heteroaromatic core with a pendant aldehyde group. This configuration enables direct coupling in Ullmann-type reactions and facilitates incorporation into bioactive scaffolds requiring polar, planar functionalities. The methyl substituent enhances solubility and stabilizes the imidazole ring under standard conditions.

Application

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its formyl group enables direct incorporation into imine, hydrazone, and amidine derivatives via standard condensation reactions. The benzoimidazole core offers enhanced metabolic stability and π-stacking potential, while the N-methyl substituent improves solubility and reduces basicity compared to the parent scaffold. Bench-stable and readily purified by flash chromatography, it functions efficiently in multistep syntheses of bioactive molecules and functionalized aromatic systems.

Synthesis

  • Route1
    • null|null
      3256-27-7
    • ~52%
    • In-stock
      1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde|CS-0021455
      3012-80-4

    References

    • Organic and Biomolecular Chemistry, , vol. 7, # 8 p. 1633 - 1641
  • Route2
    • In-stock
      1-Methylbenzimidazole|CS-W011088
      1632-83-3
    • null|null
      68-12-2
    • ~47%
    • In-stock
      1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde|CS-0021455
      3012-80-4

    References

    • Organic and Biomolecular Chemistry, , vol. 7, # 8 p. 1633 - 1641
  • Route3

    References

    • Bulletin of the Korean Chemical Society, , vol. 34, # 4 p. 1272 - 1274

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   34.89
  • LogP   1.3858
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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