4-Bromo-2-methoxyaniline

Name: 4-Bromo-2-methoxyaniline
Brand: ChemScene
Availability: InStock
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CAS No. 59557-91-4
Cat. No. CS-W009042
Purity≥96%
MDL No.MFCD01204266

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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 59557-91-4

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Description

4-Bromo-2-methoxyaniline features a bromine substituent at the para position relative to the amino group and a methoxy group ortho to the amine, creating a uniquely activated aromatic system. This electron-rich scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles and functional dyes.

Application

4-Bromo-2-methoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via Pd-catalyzed coupling reactions. Its bromo group facilitates cross-coupling with boronic acids and amines, while the methoxy and amino functionalities provide orthogonal reactivity for further derivatization. The compound exhibits excellent bench stability and is readily purified by crystallization or chromatography, making it ideal for multi-step synthesis workflows.

General Information

CAS No. 59557-91-4
Cat. No. CS-W009042
Purity ≥96%
MDL No. MFCD01204266
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO
Molecular Weight 202.05
Synonym(s) None
SMILES NC1=CC=C(Br)C=C1OC

Computational Chemistry Data

TPSA 35.25
LogP 2.0399
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H317-H411
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

Quality Control

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-methoxyaniline

CAS No. 59557-91-4

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