2-Bromo-4-methoxy-6-nitroaniline

Name: 2-Bromo-4-methoxy-6-nitroaniline
Brand: ChemScene
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CAS No. 10172-35-7
Cat. No. CS-0046831
Purity≥96%
MDL No.MFCD18088521

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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-methoxy-6-nitroaniline|CS-0046831

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General Information

CAS No. 10172-35-7
Cat. No. CS-0046831
Purity ≥96%
MDL No. MFCD18088521
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₃
Molecular Weight 247.05
Synonym(s) 4-AMino-3-broMo-5-nitroanisole[2-BroMo-4-Methoxy-6-nitroaniline]
SMILES BrC1=C(C([N+]([O-])=O)=CC(OC)=C1)N

Description

2-Bromo-4-methoxy-6-nitroaniline features a strategically positioned bromine atom and nitro group on an aromatic scaffold, enabling direct coupling in cross-coupling reactions. The methoxy substituent enhances solubility and modulates electronic properties. This compound serves as a key intermediate in the synthesis of functional dyes and bioactive molecules.

Application

2-Bromo-4-methoxy-6-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via Pd-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and methoxy functionalities offer orthogonal reactivity for downstream transformations. Its bench-stable crystalline form simplifies handling and purification, supporting scalable synthesis of complex molecular architectures.

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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Computational Chemistry Data

TPSA 78.39
LogP 1.9481
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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-methoxy-6-nitroaniline

CAS No. 10172-35-7

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