Lot numbers can be found on the outside label of a product:
3,5-Dibromonitro benzene
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CAS No. 6311-60-0
- Cat. No. CS-W001101
- Purity≥96%
- MDL No.MFCD00092529
*For research and further manufacturing use only, not for direct human use.
Structure of 6311-60-0
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General Information
- CAS No. 6311-60-0
- Cat. No. CS-W001101
- Purity ≥96%
- MDL No. MFCD00092529
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃Br₂NO₂
- Molecular Weight 280.90
- Synonym(s) 3,5-Dibromonitrobenzene
- SMILES Brc1cc(cc(c1)Br)[N+](=O)[O-]
Description
3,5-Dibromonitrobenzene features a benzene ring bearing bromine substituents at the 3 and 5 positions and a nitro group at the 1 position, creating a highly electron-deficient aromatic system. This regiochemistry enables selective coupling reactions in cross-coupling methodologies, particularly under palladium catalysis. The compound exhibits stability under standard bench conditions and serves as a key intermediate in the synthesis of functionalized heterocycles and advanced materials.
Application
3,5-Dibromonitrobenzene serves as a versatile building block in synthetic organic chemistry, enabling selective functionalization via palladium-catalyzed cross-coupling reactions. The ortho-directing nitro group and bromine substituents offer complementary reactivity for sequential transformations, while the compound exhibits sufficient bench stability for routine handling. Its dual halogenation pattern facilitates efficient diversification in heterocyclic scaffold construction and advanced intermediate synthesis.
Synthesis
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Route1
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In-stock
827-94-1 - ~97%
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In-stock
6311-60-0
References
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Garden, Simon J.; Torres, Jose C.; Ferreira, Alexandre A.; Silva, Rosangela B.; Pinto, Angelo C. Tetrahedron Letters, 1997 , vol. 38, # 9 p. 1501 - 1504
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Route2
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100-01-6 - ~%
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In-stock
6311-60-0
References
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Journal of Organic Chemistry, , vol. 68, # 23 p. 8750 - 8766
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Route3
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98-95-3
- ~73%
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In-stock
6311-60-0
References
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Ghorbani-Vaghei, Ramin; Shahbazi, Hajar; Veisi, Hojat Tetrahedron Letters, 2012 , vol. 53, # 18 p. 2325 - 2327
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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 43.14
- LogP 3.1198
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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