4-Bromo-3-nitroaniline

Name: 4-Bromo-3-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 53324-38-2
Cat. No. CS-W022105
Purity≥97%
MDL No.MFCD01320678

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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 53324-38-2

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Description

4-Bromo-3-nitroaniline features a bromine substituent at the para position relative to the amino group and a nitro group flanking the amino functionality, creating a strongly electron-deficient aromatic system. This arrangement enables direct coupling in Pd-catalyzed cross-coupling reactions and facilitates further functionalization in synthetic sequences requiring precise regiocontrol.

Application

4-Bromo-3-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct coupling reactions via its bromo group and selective reduction of the nitro function. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling protocols facilitate efficient access to substituted anilines and heterocyclic scaffolds.

General Information

CAS No. 53324-38-2
Cat. No. CS-W022105
Purity ≥97%
MDL No. MFCD01320678
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) 5-Amino-2-bromonitrobenzene
SMILES C1=C(N)C=CC(=C1[N+](=O)[O-])Br

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-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 Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-3-nitroaniline

CAS No. 53324-38-2

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