Lot numbers can be found on the outside label of a product:
2-Bromo-5-phenyl-1,3,4-oxadiazole
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CAS No. 51039-53-3
- Cat. No. CS-W009060
- Purity≥97%
- MDL No.MFCD06660932
*For research and further manufacturing use only, not for direct human use.
Structure of 51039-53-3
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General Information
- CAS No. 51039-53-3
- Cat. No. CS-W009060
- Purity ≥97%
- MDL No. MFCD06660932
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₅BrN₂O
- Molecular Weight 225.04
- Synonym(s) 2-phenyl-5-bromo-1,3,4-oxadiazole
- SMILES BrC1=NN=C(C2=CC=CC=C2)O1
Description
2-Bromo-5-phenyl-1,3,4-oxadiazole features a brominated oxadiazole core flanked by an aromatic phenyl group, delivering enhanced reactivity in cross-coupling and heterocyclic synthesis. The electron-deficient ring system facilitates efficient C–X bond activation, while the bench-stable crystalline form enables straightforward handling. This compound serves as a key scaffold for medicinal chemistry and materials development.
Application
2-Bromo-5-phenyl-1,3,4-oxadiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of functionalized oxadiazole scaffolds. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the phenyl group enhances stability and solubility. This compound exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for iterative synthetic strategies in medicinal chemistry and materials science.
Synthesis
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Route1
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In-stock
1612-76-6 - ~96%
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In-stock
51039-53-3
References
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Vachal, Petr; Toth, Leslie M. Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7157 - 7161
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Route2
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98-88-4 - ~%
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In-stock
51039-53-3
References
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Vachal, Petr; Toth, Leslie M. Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7157 - 7161
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Route3
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57943-70-1
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3294-60-8
- ~%
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In-stock
51039-53-3
References
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Seyferth,D.; Shih,H.-M. Journal of Organic Chemistry, 1974 , vol. 39, p. 2336 - 2341
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Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 38.92
- LogP 2.4991
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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