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CS-W001157 4
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1-Methyl-1H-imidazole-5-carbaldehyde

  • CAS No. 39021-62-0

  • Cat. No. CS-W011279
  • Purity≥97%
  • MDL No.MFCD00030439

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

1-Methyl-1H-imidazole-5-carbaldehyde|CS-W011279

Structure of 39021-62-0

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General Information

  • CAS No. 39021-62-0
  • Cat. No. CS-W011279
  • Purity ≥97%
  • MDL No. MFCD00030439
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.12
  • Synonym(s) 3-METHYL-3H-IMIDAZOLE-4-CARBALDEHYDE
  • SMILES O=CC1=CN=CN1C

Description

1-Methyl-1H-imidazole-5-carbaldehyde features a conjugated aldehyde group flanked by a methyl-substituted imidazole ring, delivering enhanced stability and solubility in polar solvents. This electronic configuration enables efficient coupling in transition-metal-catalyzed transformations and facilitates direct functionalization at the aldehyde site.

Application

1-Methyl-1H-imidazole-5-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds through standard carbonyl transformations. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions with amines and hydrazines, while the methylated imidazole ring ensures good bench stability and compatibility with diverse reaction conditions. The compound functions effectively in the construction of bioactive molecules and offers straightforward purification due to its crystalline nature and predictable chromatographic behavior.

Synthesis

  • Route1
    • In-stock
      1-Trityl-1H-imidazole-4-carbaldehyde|CS-W020183
      33016-47-6
    • null|null
      333-27-7
    • ~83%
    • In-stock
      1-Methyl-1H-imidazole-5-carbaldehyde|CS-W011279
      39021-62-0

    References

    • Perez, Michel; Lamothe, Marie; Hill, Bridget; Etievant, Chantal Patent: US2004/204417 A1, 2004 ; Location in patent: Page 31 ; US 20040204417 A1
  • Route2

    References

    • Zarghi; Ebrahimabadi; Hassanzadeh; Heydari; Shafiee Bollettino Chimico Farmaceutico, 2003 , vol. 142, # 6 p. 251 - 254
  • Route3
    • 4-Bromo-1-methyl-1H-imidazole-5-carbaldehyde|CS-0053922
      141524-74-5
    • ~71%
    • In-stock
      1-Methyl-1H-imidazole-5-carbaldehyde|CS-W011279
      39021-62-0

    References

    • Shapiro; Gomez-Lor Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5524 - 5526

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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   34.89
  • LogP   0.2326
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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