5-Bromo-1H-1,2,3-triazole

Name: 5-Bromo-1H-1,2,3-triazole
Brand: ChemScene
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CAS No. 40964-56-5
Cat. No. CS-0038639
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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General Information

CAS No. 40964-56-5
Cat. No. CS-0038639
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂H₂BrN₃
Molecular Weight 147.96
Synonym(s) 4-bromo-1H-1,2,3-triazole
SMILES BrC1=CN=NN1

Description

5-Bromo-1H-1,2,3-triazole features a bromine substituent at the 5-position of the triazole ring, conferring enhanced electrophilicity and facilitating downstream functionalization. This bench-stable heterocycle integrates readily into click chemistry workflows and serves as a key building block for bioconjugates, agrochemicals, and pharmaceutical intermediates.

Application

5-Bromo-1H-1,2,3-triazole serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for triazole incorporation. The bromine substituent provides a handle for subsequent cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, facilitating the construction of complex heterocyclic architectures. Its bench-stable nature and compatibility with diverse functional groups make it ideal for modular synthesis workflows in drug discovery and materials science.

Synthesis

Route1
- 805315-84-8
- ~99%
- In-stock
  
  40964-56-5
References
- Begtrup, Mikael Bulletin des Societes Chimiques Belges, 1988 , vol. 97, # 8-9 p. 573 - 598

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 0.5672
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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5-Bromo-1H-1,2,3-triazole

CAS No. 40964-56-5

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