Lot numbers can be found on the outside label of a product:
1,2-Dibromo-3-nitrobenzene
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CAS No. 26429-41-4
- Cat. No. CS-0157256
- Purity≥97%
- MDL No.MFCD00049051
*For research and further manufacturing use only, not for direct human use.
Structure of 26429-41-4
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General Information
- CAS No. 26429-41-4
- Cat. No. CS-0157256
- Purity ≥97%
- MDL No. MFCD00049051
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃Br₂NO₂
- Molecular Weight 280.90
- Synonym(s) 1,2-Dibrom-3-nitrobenzol
- SMILES C1=CC(=C(C(=C1)[N+](=O)[O-])Br)Br
Description
1,2-Dibromo-3-nitrobenzene features a nitro group flanked by two bromine substituents on adjacent carbons, creating a highly electron-deficient aromatic core. This configuration enables direct functionalization in cross-coupling reactions and facilitates selective substitution under mild conditions. The molecule exhibits enhanced stability during handling and integrates efficiently into complex synthetic sequences requiring precise regiocontrol.
Application
1,2-Dibromo-3-nitrobenzene serves as a versatile dihalogenated building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of substituted biaryl and heteroaryl scaffolds. The nitro group enhances electrophilicity at the ortho position, facilitating directed functionalization, while the bromine atoms offer orthogonal reactivity in sequential coupling processes. Bench-stable and readily purified by column chromatography, it functions reliably in standard synthetic workflows requiring selective C–C bond formation.
Synthesis
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Route1
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583-53-9 - ~%
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In-stock
5411-50-7 -
In-stock
26429-41-4
References
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Hanzlik, Robert P.; Weller, Paul E.; Desai, Jayant; Zheng, Jiang; Hall, Larry R.; Slaughter, Donald E. Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2736 - 2742
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Route2
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602-03-9 - ~%
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In-stock
26429-41-4
References
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Sihlbom Acta Chemica Scandinavica (1947-1973), 1953 , vol. 7, p. 1197,1198,1199,1204
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Route3
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577-19-5
- ~%
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In-stock
26429-41-4
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In-stock
3460-18-2
References
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Holleman Recueil des Travaux Chimiques des Pays-Bas, 1906 , vol. 25, p. 202 Recueil des Travaux Chimiques des Pays-Bas, 1908 , 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-P330-P362+P364-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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