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CS-W001157 4
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1-Ethyl-2-methyl-1H-imidazole

  • CAS No. 21202-52-8

  • Cat. No. CS-0094390
  • Purity≥98%
  • MDL No.MFCD18840475

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

1-Ethyl-2-methyl-1H-imidazole|CS-0094390

Structure of 21202-52-8

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General Information

  • CAS No. 21202-52-8
  • Cat. No. CS-0094390
  • Purity ≥98%
  • MDL No. MFCD18840475
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀N₂
  • Molecular Weight 110.16
  • Synonym(s) 1H-Imidazole, 1-ethyl-2-methyl-
  • SMILES CC1=NC=CN1CC

Description

1-Ethyl-2-methyl-1H-imidazole is a bench-stable, nitrogen-rich heterocycle featuring complementary alkyl substituents that enhance solubility and reactivity. This imidazole derivative serves as a robust scaffold in catalysis and synthetic methodology, particularly in transition-metal-mediated transformations. Its electron-donating methyl and ethyl groups stabilize reactive intermediates while enabling efficient coupling processes under mild conditions.

Application

1-Ethyl-2-methyl-1H-imidazole serves as a stable, bench-ready imidazole scaffold with enhanced solubility and reduced basicity compared to unsubstituted imidazole. It functions as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic motifs through electrophilic substitution or metal-catalyzed coupling reactions. Its alkylated structure improves metabolic stability and facilitates purification, making it well-suited for use in API synthesis and catalyst development.

Synthesis

  • Route1
    • 2-Methylimidazole Ondansetron  Impurity|CS-0228962
      693-98-1
    • null|null
      75-03-6
    • ~72%
    • In-stock
      1-Ethyl-2-methyl-1H-imidazole|CS-0094390
      21202-52-8

    References

    • Pilarski, Boguslaw Liebigs Annalen der Chemie, 1983 , # 6 p. 1078 - 1080
  • Route2
    • 2-Methylimidazole Ondansetron  Impurity|CS-0228962
      693-98-1
    • null|null
      64-17-5
    • ~95%
    • In-stock
      1-Ethyl-2-methyl-1H-imidazole|CS-0094390
      21202-52-8

    References

    • Ono, Yoshio; Izawa, Yuriko; Fu, Zi-hua Journal of the Chemical Society, Chemical Communications, 1995 , # 1 p. 9 - 10
  • Route3
    • null|null
      79-20-9
    • null|null
      107-15-3
    • ~11%
    • 2-Methylimidazoline|CS-0282476
      534-26-9
    • In-stock
      1-Ethyl-2-methyl-1H-imidazole|CS-0094390
      21202-52-8
    • 2-Methylimidazole Ondansetron  Impurity|CS-0228962
      693-98-1

    References

    • Vodolazhskii, S. V.; Yakushkin, M. I.; Pinson, V. V.; Sysoeva, G. V.; Ovchinnikova, V. P.; Anderson, E. E. J. Appl. Chem. USSR (Engl. Transl.), 1991 , vol. 64, # 7.2 p. 1590 - 1591,1446 - 1447

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P310-P330-P332+P313-P362+P364-P501

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   1.21142
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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