Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate

Name: Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate
Brand: ChemScene
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CAS No. 931760-32-6
Cat. No. CS-0573614
Purity≥98%
MDL No.None

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Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate|CS-0573614

Structure of 931760-32-6

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General Information

CAS No. 931760-32-6
Cat. No. CS-0573614
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉BrN₂O₃
Molecular Weight 297.10
Synonym(s) None
SMILES CCOC(=O)C1=NN=C(O1)C2=CC=C(C=C2)Br

Description

Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate features a brominated phenyl group attached to a stable oxadiazole core, enabling direct integration into cross-coupling reactions. The ester functionality provides synthetic handle for further derivatization, while the electron-deficient heterocycle enhances reactivity in transition metal-catalyzed transformations. This compound serves as a robust building block for functionalized aromatic scaffolds in medicinal chemistry and materials science.

Application

Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate serves as a versatile building block for constructing biaryl-containing heterocycles via palladium-catalyzed cross-coupling reactions. The bromophenyl group enables efficient Suzuki, Stille, or Negishi coupling, while the oxadiazole core provides metabolic stability and favorable pharmacophoric properties. Bench-stable and readily purified by column chromatography, it functions as a reliable intermediate in the synthesis of functionalized pharmaceutical scaffolds and advanced organic materials.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 65.22
LogP 2.6758
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Ethyl 5-(4-bromophenyl)-1,3,4-oxadiazole-2-carboxylate

CAS No. 931760-32-6

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