2-Bromo-4-methoxyaniline

Name: 2-Bromo-4-methoxyaniline
Brand: ChemScene
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CAS No. 32338-02-6
Cat. No. CS-W004832
Purity≥96%
MDL No.MFCD09029057

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 32338-02-6
Cat. No. CS-W004832
Purity ≥96%
MDL No. MFCD09029057
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO
Molecular Weight 202.05
Synonym(s) benzenamine, 2-bromo-4-methoxy-
SMILES NC1=CC=C(OC)C=C1Br

Description

2-Bromo-4-methoxyaniline features a bromine substituent at the ortho position relative to the amino group and a methoxy group at the para position, creating a uniquely reactive aryl amine scaffold. This electronic configuration enables selective coupling in cross-coupling reactions and facilitates downstream functionalization in pharmaceutical and agrochemical synthesis.

Application

2-Bromo-4-methoxyaniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its bromo group facilitates reliable C–C and C–N bond formation, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for scalable synthesis of API intermediates and functionalized aromatic systems.

Safety Information

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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 35.25
LogP 2.0399
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-methoxyaniline

CAS No. 32338-02-6

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