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CS-W001157 4
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5-Bromo-4-nitro-1H-imidazole

  • CAS No. 6963-65-1

  • Cat. No. CS-0043023
  • Purity≥98%
  • MDL No.MFCD00033542

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

5-Bromo-4-nitro-1H-imidazole|CS-0043023

Structure of 6963-65-1

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General Information

  • CAS No. 6963-65-1
  • Cat. No. CS-0043023
  • Purity ≥98%
  • MDL No. MFCD00033542
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂BrN₃O₂
  • Molecular Weight 191.97
  • Synonym(s) 4-Bromo-5-nitro-1H-imidazole
  • SMILES O=[N+]([O-])C1=C(N=CN1)Br

Description

5-Bromo-4-nitro-1H-imidazole is a heterocyclic building block featuring a bromine atom at the 5-position and a nitro group at the 4-position, enabling versatile functionalization. The electron-deficient imidazole core facilitates transition metal-catalyzed coupling reactions, while the bench-stable nature supports handling under standard conditions.

Application

5-Bromo-4-nitro-1H-imidazole serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine functionality. The nitro group provides a handle for selective reduction or further functionalization, while the imidazole core offers stability and compatibility with diverse reaction conditions. This compound facilitates efficient access to substituted imidazoles relevant in medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • Pratt, John K.; Betebenner, David A.; Donner, Pemela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong Patent: US2004/87577 A1, 2004 ; Location in patent: Page 122-123 ;

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

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   1.0804
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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