2-Bromo-4-nitroaniline

Name: 2-Bromo-4-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 13296-94-1
Cat. No. CS-W005164
Purity≥97%
MDL No.MFCD00025152

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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 13296-94-1

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Description

2-Bromo-4-nitroaniline features a bromine substituent flanked by a nitro group and an amino moiety, enabling direct incorporation into cross-coupling and electrophilic substitution cascades. This electron-deficient aryl halide delivers high reactivity under standard conditions, supporting efficient construction of complex heterocycles and functionalized biaryls in synthetic workflows.

Application

2-Bromo-4-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct coupling reactions via its bromo group and subsequent functionalization through the nitro moiety. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling protocols facilitate efficient access to substituted biaryls and heterocyclic scaffolds. The molecule exhibits predictable reactivity in reduction, displacement, and cyclization processes, making it a practical choice for iterative synthesis workflows.

General Information

CAS No. 13296-94-1
Cat. No. CS-W005164
Purity ≥97%
MDL No. MFCD00025152
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) 2-BROMO-4-NITRO-PHENYLAMINE
SMILES NC1=CC=C([N+]([O-])=O)C=C1Br

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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2-Bromo-4-nitroaniline

CAS No. 13296-94-1

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