5-Bromo-2-nitroaniline

CAS No. 5228-61-5
Cat. No. CS-W003590
Purity≥97%
MDL No.MFCD09056836

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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+
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Description

5-Bromo-2-nitroaniline features a bromine substituent at the 5-position and a nitro group at the 2-position, creating a highly electron-deficient aromatic core. This combination enables selective coupling reactions in synthetic chemistry, particularly in palladium-catalyzed cross-couplings. The molecule exhibits enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of functionalized heterocycles and advanced materials.

Application

5-Bromo-2-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct access to substituted anilines via selective reduction. Its bromine and nitro groups provide orthogonal handles for cross-coupling reactions (e.g., Suzuki, Stille) and subsequent functionalization. The compound exhibits good bench stability and is readily purified by recrystallization, facilitating integration into multi-step synthetic sequences.

General Information

CAS No. 5228-61-5
Cat. No. CS-W003590
Purity ≥97%
MDL No. MFCD09056836
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-bromo-2-nitrobenzenamine
SMILES NC1=CC(Br)=CC=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-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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5-Bromo-2-nitroaniline

CAS No. 5228-61-5

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