2-Bromo-4-chloro-6-nitroaniline

Name: 2-Bromo-4-chloro-6-nitroaniline
Brand: ChemScene
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CAS No. 827-25-8
Cat. No. CS-0096783
Purity≥98%
MDL No.MFCD08275709

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Bromo-4-chloro-6-nitroaniline|CS-0096783

Structure of 827-25-8

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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.

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

Computational Chemistry Data

TPSA 69.16
LogP 2.5929
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-chloro-6-nitroaniline

CAS No. 827-25-8

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