4-Bromo-2-methyl-2H-1,2,3-triazole

Name: 4-Bromo-2-methyl-2H-1,2,3-triazole
Brand: ChemScene
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CAS No. 16681-67-7
Cat. No. CS-0035798
Purity≥95%
MDL No.None

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4-Bromo-2-methyl-2H-1,2,3-triazole|CS-0035798

Structure of 16681-67-7

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General Information

CAS No. 16681-67-7
Cat. No. CS-0035798
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₄BrN₃
Molecular Weight 161.99
Synonym(s) 4-Brom-2-methyl-1,2,3-triazol
SMILES CN1N=CC(=N1)Br

Description

4-Bromo-2-methyl-2H-1,2,3-triazole features a bromine atom at the C4 position and a methyl group at C2, creating a sterically hindered, electron-deficient triazole scaffold. This configuration enhances stability under standard conditions and enables direct incorporation into diverse synthetic sequences, particularly in transition-metal-catalyzed couplings and bioconjugation workflows.

Application

4-Bromo-2-methyl-2H-1,2,3-triazole serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. Its bromine atom enables palladium-catalyzed transformations such as Suzuki-Miyaura and Stille couplings, while the 2-methyl substituent enhances stability and modulates electronic properties. The triazole core provides robust metabolic resistance and hydrogen-bonding capacity, facilitating its use in targeted heterocyclic scaffold construction. This compound exhibits excellent bench stability and simplifies purification due to predictable reactivity profiles.

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 0.5776
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-methyl-2H-1,2,3-triazole

CAS No. 16681-67-7

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