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CS-W001157 4
Total: USD 88.00

5-Bromo-4-methyl-1H-imidazole

  • CAS No. 15813-08-8

  • Cat. No. CS-W005502
  • Purity≥96%
  • MDL No.None

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

5-Bromo-4-methyl-1H-imidazole|CS-W005502

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General Information

  • CAS No. 15813-08-8
  • Cat. No. CS-W005502
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrN₂
  • Molecular Weight 161.00
  • Synonym(s) 5-Bromo-4-methyl-imidazole
  • SMILES CC1=C(Br)NC=N1

Description

5-Bromo-4-methyl-1H-imidazole is a bench-stable heterocyclic building block featuring a bromine substituent at the 5-position and a methyl group at the 4-position. This electron-deficient imidazole integrates readily into cross-coupling reactions, enabling efficient access to functionalized imidazoles for medicinal chemistry and materials science applications.

Application

5-Bromo-4-methyl-1H-imidazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromo position. The methyl group enhances regiochemical control and provides a handle for further functionalization. Its bench-stable solid form facilitates handling and purification, making it suitable for use in standard synthetic workflows targeting imidazole-containing pharmaceuticals and agrochemicals.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, , vol. 97, p. 1820
  • Route2

    References

    • Journal of the Chemical Society, , vol. 123, p. 501

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.48062
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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