Lot numbers can be found on the outside label of a product:
1,2-Dibromo-4-nitrobenzene
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CAS No. 5411-50-7
- Cat. No. CS-0097026
- Purity≥97%
- MDL No.MFCD00055373
*For research and further manufacturing use only, not for direct human use.
Structure of 5411-50-7
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General Information
- CAS No. 5411-50-7
- Cat. No. CS-0097026
- Purity ≥97%
- MDL No. MFCD00055373
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃Br₂NO₂
- Molecular Weight 280.90
- Synonym(s) 2-DIBROMO-4-NITROBENZENE
- SMILES O=[N+]([O-])C1=CC=C(C(Br)=C1)Br
Description
1,2-Dibromo-4-nitrobenzene features a rigid aromatic core bearing two bromine atoms at ortho positions and a strongly electron-withdrawing nitro group at the para site. This configuration enables selective cross-coupling reactions under palladium catalysis, facilitating efficient construction of complex aryl architectures in medicinal chemistry and materials synthesis.
Application
1,2-Dibromo-4-nitrobenzene serves as a versatile building block in cross-coupling chemistry and heterocycle synthesis. The bromo groups enable palladium-catalyzed coupling reactions, while the nitro group facilitates selective transformations such as reduction or nucleophilic substitution. Its bench-stable crystalline form and compatibility with standard reaction conditions make it well-suited for iterative synthetic sequences in medicinal chemistry and materials science.
Synthesis
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Route1
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583-53-9 - ~%
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In-stock
5411-50-7
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In-stock
26429-41-4
References
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Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, , vol. <5> 15 I, p. 526 Recueil des Travaux Chimiques des Pays-Bas, , vol. 25, p. 202 Recueil des Travaux Chimiques des Pays-Bas, , vol. 27, p. 151,159 Justus Liebigs Annalen der Chemie, , vol. 164, p. 162,176
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Route2
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583-53-9
- ~76%
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In-stock
5411-50-7
References
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Florida State University Research Foundation, Inc. Patent: US8242307 B1, 2012 ; Location in patent: Page/Page column 3 ;
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Route3
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586-78-7
- ~%
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In-stock
5411-50-7
References
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Recueil des Travaux Chimiques des Pays-Bas, , vol. 25, p. 202 Recueil des Travaux Chimiques des Pays-Bas, , vol. 27, p. 151,159
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Safety Information
Download SDS|
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 43.14
- LogP 3.1198
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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