4-Bromo-N-phenylaniline

Name: 4-Bromo-N-phenylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 54446-36-5
Cat. No. CS-W008122
Purity≥98%
MDL No.MFCD07779504

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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 54446-36-5

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Description

4-Bromo-N-phenylaniline integrates a bromine substituent at the para position of an aniline ring, paired with a direct N-phenyl linkage. This configuration delivers enhanced stability and predictable reactivity in cross-coupling transformations, enabling efficient construction of biaryl architectures under standard conditions.

Application

4-Bromo-N-phenylaniline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its stability under standard reaction conditions, combined with predictable reactivity at the aryl bromide site, facilitates efficient synthesis of biaryl and heterocyclic scaffolds. The N-phenyl amine functionality provides a handle for further derivatization, while the molecule exhibits excellent bench stability and ease of purification.

General Information

CAS No. 54446-36-5
Cat. No. CS-W008122
Purity ≥98%
MDL No. MFCD07779504
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₀BrN
Molecular Weight 248.12
Synonym(s) N-(4-Bromophenyl)aniline
SMILES BrC1=CC=C(C=C1)NC2=CC=CC=C2

Computational Chemistry Data

TPSA 12.03
LogP 4.1927
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H411
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

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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 Material Building Blocks Small Molecule Semiconductor Building Blocks Secondary Arylamines

Key Words

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4-Bromo-N-phenylaniline

CAS No. 54446-36-5

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