4-Bromo-N,N-bis(4-methoxyphenyl)aniline

Name: 4-Bromo-N,N-bis(4-methoxyphenyl)aniline
Brand: ChemScene
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CAS No. 194416-45-0
Cat. No. CS-W018443
Purity≥97%
MDL No.MFCD22124385

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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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4-Bromo-N,N-bis(4-methoxyphenyl)aniline|CS-W018443

Structure of 194416-45-0

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General Information

CAS No. 194416-45-0
Cat. No. CS-W018443
Purity ≥97%
MDL No. MFCD22124385
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₈BrNO₂
Molecular Weight 384.27
Synonym(s) None
SMILES COC1=CC=C(N(C2=CC=C(OC)C=C2)C3=CC=C(Br)C=C3)C=C1

Description

4-Bromo-N,N-bis(4-methoxyphenyl)aniline features a brominated aromatic core paired with two electron-rich methoxy-substituted phenyl groups, enhancing solubility and stability under standard reaction conditions. This structure enables efficient coupling in cross-coupling transformations, particularly in Pd-catalyzed processes, where the bromine serves as a reliable reactive handle. The molecule's steric profile supports selective functionalization without significant side reactions.

Application

4-Bromo-N,N-bis(4-methoxyphenyl)aniline serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl architectures. Its bromo group facilitates palladium-catalyzed coupling with boronic acids and other nucleophiles under standard conditions. The N,N-bis(4-methoxyphenyl) substituents provide enhanced solubility and stability, while the methoxy groups offer predictable electronic modulation. This compound functions reliably in Suzuki-Miyaura and related transformations, supporting scalable synthesis of complex 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 : H315-H319
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 21.7
LogP 5.9361
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

Key Words

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4-Bromo-N,N-bis(4-methoxyphenyl)aniline

CAS No. 194416-45-0

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