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

Name: Ethyl 5-bromo-1H-1,2,4-triazole-3-carboxylate
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CAS No. 774608-89-8
Cat. No. CS-W003749
Molecule weight220.03
Purity≥95%
MDL No.MFCD11040185

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Ethyl 5-bromo-1H-1,2,4-triazole-3-carboxylate|CS-W003749

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General Information

CAS No. 774608-89-8
Cat. No. CS-W003749
Purity ≥95%
MDL No. MFCD11040185
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆BrN₃O₂
Molecular Weight 220.03
Synonym(s) ethyl 5-bromo-2H-1,2,4-triazole-3-carboxylate
SMILES O=C(C1=NNC(Br)=N1)OCC

Description

Ethyl 5-bromo-1H-1,2,4-triazole-3-carboxylate features a brominated triazole core that enables direct functionalization in cross-coupling reactions. This bench-stable reagent integrates readily into synthetic sequences requiring electrophilic triazolyl building blocks, offering high reactivity and compatibility with palladium-catalyzed transformations under standard conditions.

Application

Ethyl 5-bromo-1H-1,2,4-triazole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to triazolyl scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable functionalization under standard Suzuki, Stille, or Negishi conditions, while the ester moiety supports further derivatization. Bench-stable and compatible with diverse reaction environments, it functions as a key intermediate in the construction of biologically relevant triazole-containing molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H318-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P312-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 67.87
LogP 0.7439
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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

CAS No. 774608-89-8

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