Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate

Name: Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate
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CAS No. 1427475-25-9
Cat. No. CS-0130299
Molecule weight206.00
Purity≥98%
MDL No.MFCD23381099

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Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate|CS-0130299

Structure of 1427475-25-9

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General Information

CAS No. 1427475-25-9
Cat. No. CS-0130299
Purity ≥98%
MDL No. MFCD23381099
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrN₃O₂
Molecular Weight 206.00
Synonym(s) 1H-1,2,3-Triazole-4-carboxylic acid, 5-bromo-, methyl ester
SMILES O=C(OC)C1=C(NN=N1)Br

Description

Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate features a brominated triazole core that enables direct functionalization in cross-coupling reactions. The ester group provides synthetic versatility, while the electron-deficient triazole ring enhances reactivity in palladium-catalyzed transformations. This bench-stable compound serves as a key building block for bioactive heterocycles and advanced materials.

Application

Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to triazolyl-containing scaffolds via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable C–C and C–heteroatom bond formation under standard conditions, while the ester group provides a handle for further functionalization. Its bench-stable nature and compatibility with diverse reaction partners make it well-suited for medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 67.87
LogP 0.3538
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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Methyl 5-bromo-1H-1,2,3-triazole-4-carboxylate

CAS No. 1427475-25-9

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