Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate

Name: Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate
Brand: ChemScene
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CAS No. 916889-45-7
Cat. No. CS-0079627
Purity≥96%
MDL No.MFCD22415767

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate|CS-0079627

Structure of 916889-45-7

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General Information

CAS No. 916889-45-7
Cat. No. CS-0079627
Purity ≥96%
MDL No. MFCD22415767
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O₃
Molecular Weight 221.01
Synonym(s) 1,3,4-Oxadiazole-2-carboxylic acid, 5-bromo-, ethyl ester
SMILES BrC1=NN=C(C(OCC)=O)O1

Description

Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate features a brominated oxadiazole core that enables direct functionalization in cross-coupling reactions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring electrophilic halogen handles. The ester group enhances solubility in common organic solvents and supports downstream derivatization.

Application

Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized oxadiazoles via palladium-catalyzed cross-coupling reactions. The bromo group facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for iterative synthetic strategies in medicinal chemistry and materials science.

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 65.22
LogP 1.0088
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Key Words

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Ethyl 5-bromo-1,3,4-oxadiazole-2-carboxylate

CAS No. 916889-45-7

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