4-Bromo-N-(4-bromophenyl)-N-(4-methoxyphenyl)aniline

Name: 4-Bromo-N-(4-bromophenyl)-N-(4-methoxyphenyl)aniline
Brand: ChemScene
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CAS No. 100308-69-8
Cat. No. CS-0160797
Molecule weight433.14
Purity≥97%
MDL No.None

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4-Bromo-N-(4-bromophenyl)-N-(4-methoxyphenyl)aniline|CS-0160797

Structure of 100308-69-8

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General Information

CAS No. 100308-69-8
Cat. No. CS-0160797
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₅Br₂NO
Molecular Weight 433.14
Synonym(s) N,N-Bis(4-bromophenyl)-4-methoxyaniline
SMILES COC1=CC=C(N(C2=CC=C(Br)C=C2)C3=CC=C(Br)C=C3)C=C1

Description

This brominated aniline derivative features dual aryl substituents enabling precise tuning of electronic and steric properties. The para-methoxy group enhances solubility and electron donation, while the bromine atoms facilitate downstream cross-coupling reactions. Bench-stable and compatible with palladium-catalyzed transformations, it serves as a robust scaffold for advanced organic synthesis.

Application

4-Bromo-N-(4-bromophenyl)-N-(4-methoxyphenyl)aniline serves as a versatile building block in the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its dual bromo substituents enable efficient Pd-catalyzed cross-coupling reactions, while the aniline core provides compatibility with standard functional group transformations. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
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  100308-69-8
References
- Quinton, Cassandre; Alain-Rizzo, Valerie; Dumas-Verdes, Cecile; Clavier, Gilles; Miomandre, Fabien; Audebert, Pierre European Journal of Organic Chemistry, 2012 , # 7 p. 1394 - 1403

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 12.47
LogP 6.69
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Solar Cell Materials Donor Intermediate DI

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Tertiary Arylamines

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4-Bromo-N-(4-bromophenyl)-N-(4-methoxyphenyl)aniline

CAS No. 100308-69-8

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