Lot numbers can be found on the outside label of a product:
2-Bromo-4-chloro-6-nitroaniline
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CAS No. 827-25-8
- Cat. No. CS-0096783
- Purity≥98%
- MDL No.MFCD08275709
*For research and further manufacturing use only, not for direct human use.
Structure of 827-25-8
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General Information
- CAS No. 827-25-8
- Cat. No. CS-0096783
- Purity ≥98%
- MDL No. MFCD08275709
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₄BrClN₂O₂
- Molecular Weight 251.47
- Synonym(s) benzenamine, 2-bromo-4-chloro-6-nitro-
- SMILES NC1=C([N+]([O-])=O)C=C(Cl)C=C1Br
Description
2-Bromo-4-chloro-6-nitroaniline features a tri-substituted aromatic core with distinct electron-withdrawing groups enabling precise tuning of reactivity in cross-coupling and nucleophilic substitution processes. The bromo and chloro functionalities serve as orthogonal handles for sequential derivatization, while the nitro group enhances electrophilicity at the ring. This compound exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.
Application
2-Bromo-4-chloro-6-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct substitution reactions at the bromo and chloro positions. Its electron-deficient aromatic core facilitates palladium-catalyzed cross-couplings and nucleophilic aromatic substitutions, while the nitro group provides a handle for subsequent reduction and functionalization. Bench-stable and amenable to standard purification techniques, it functions reliably in multi-step syntheses of complex heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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89-63-4 - ~97%
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In-stock
827-25-8
References
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GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B. Patent: US2013/116262 A1, 2013 ; Location in patent: Paragraph 0260 ;
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Route2
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In-stock
106-46-7 - ~%
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In-stock
827-25-8
References
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Gazzetta Chimica Italiana, , vol. 4, p. 341 Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften, , p. 317
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Route3
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89-61-2
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In-stock
827-25-8
References
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Gazzetta Chimica Italiana, , vol. 4, p. 341 Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften, , p. 317
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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 69.16
- LogP 2.5929
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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