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

Name: 4-Bromo-2,5-dimethyl-2H-1,2,3-triazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 942060-54-0
Cat. No. CS-0186951
Purity≥95%
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-Bromo-2,5-dimethyl-2H-1,2,3-triazole|CS-0186951

Structure of 942060-54-0

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General Information

CAS No. 942060-54-0
Cat. No. CS-0186951
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆BrN₃
Molecular Weight 176.01
Synonym(s) 4-BROMO-2,5-DIMETHYL-1,2,3-TRIAZOLE
SMILES CC1=NN(C)N=C1Br

Description

4-Bromo-2,5-dimethyl-2H-1,2,3-triazole is a sterically hindered triazole derivative featuring a bromine substituent at the 4-position and methyl groups at the 2- and 5-positions. This configuration enhances stability and facilitates direct functionalization in transition metal-catalyzed coupling reactions. The molecule serves as a robust building block for bioactive heterocycles and materials chemistry applications.

Application

4-Bromo-2,5-dimethyl-2H-1,2,3-triazole serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the 1,2,3-triazole core provides metabolic stability and hydrogen-bonding capability. The methyl groups enhance solubility and reduce undesired reactivity, contributing to bench-stable handling and straightforward purification. This compound functions effectively in modular synthesis of triazole-containing pharmaceuticals and functional materials.

Synthesis

Route1
- In-stock
  
  28938-17-2
- In-stock
  
  25537-64-8
- 74-88-4
- ~%
- In-stock
  
  942060-54-0
- In-stock
  
  885877-41-8
References
- WO2007/71900 A1, ; Page/Page column 112-113 ;

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 30.71
LogP 0.88602
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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

CAS No. 942060-54-0

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