4,5-Dibromo-2H-1,2,3-triazole

Name: 4,5-Dibromo-2H-1,2,3-triazole
Brand: ChemScene
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CAS No. 22300-52-3
Cat. No. CS-W004184
Molecule weight226.86
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4,5-Dibromo-2H-1,2,3-triazole|CS-W004184

Structure of 22300-52-3

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General Information

CAS No. 22300-52-3
Cat. No. CS-W004184
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂HBr₂N₃
Molecular Weight 226.86
Synonym(s) 4,5-Dibrom-2H-1,2,3-triazol
SMILES Brc1n[nH]nc1Br

Description

4,5-Dibromo-2H-1,2,3-triazole features a highly reactive triazole core functionalized with two bromine atoms at the 4 and 5 positions. This electron-deficient heterocycle enables direct incorporation into cross-coupling reactions and serves as a robust scaffold for constructing complex nitrogen-rich architectures in medicinal chemistry and materials science.

Application

4,5-Dibromo-2H-1,2,3-triazole serves as a versatile dibrominated triazole building block for transition-metal-catalyzed cross-coupling reactions. Its well-established reactivity enables efficient C–C bond formation under standard palladium or nickel catalysis, offering high functional group tolerance and bench stability. This compound functions as a key scaffold in the synthesis of bioactive heterocycles and provides predictable regioselectivity in downstream transformations.

Synthesis

Route1
- In-stock
  
  288-36-8
- ~93%
- In-stock
  
  22300-52-3
References
- Wang, Xiao-Jun; Zhang, Li; Krishnamurthy, Dhileepkumar; Senanayake, Chris H.; Wipf, Peter Organic Letters, 2010 , vol. 12, # 20 p. 4632 - 4635

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 41.57
LogP 1.3297
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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4,5-Dibromo-2H-1,2,3-triazole

CAS No. 22300-52-3

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