4-Bromo-2-nitroaniline

Name: 4-Bromo-2-nitroaniline
Brand: ChemScene
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CAS No. 875-51-4
Cat. No. CS-W007476
Purity≥96%
MDL No.MFCD00041312

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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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Structure of 875-51-4

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Description

4-Bromo-2-nitroaniline features a bromine substituent at the para position relative to a nitro group on an aniline scaffold, delivering enhanced reactivity in cross-coupling and electrophilic substitution reactions. This bench-stable compound integrates readily into complex molecular architectures requiring electron-deficient aromatic systems.

Application

4-Bromo-2-nitroaniline serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. Its bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro group allows for selective reduction to an amine or participation in electrophilic substitution. The compound exhibits good bench stability and is compatible with standard purification methods, making it a practical reagent for constructing complex heterocyclic scaffolds and API intermediates.

General Information

CAS No. 875-51-4
Cat. No. CS-W007476
Purity ≥96%
MDL No. MFCD00041312
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) p-Bromo-o-nitroaniline; 4-Bromo-2-nitroaniline
SMILES NC1=CC=C(Br)C=C1[N+]([O-])=O

Computational Chemistry Data

TPSA 69.16
LogP 1.9395
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-H317-H319-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

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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4-Bromo-2-nitroaniline

CAS No. 875-51-4

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