4-Bromo-5-chloro-2-iodoaniline

Name: 4-Bromo-5-chloro-2-iodoaniline
Brand: ChemScene
Availability: InStock
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CAS No. 1426566-89-3
Cat. No. CS-0463666
Purity≥95%
MDL No.MFCD27920809

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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-5-chloro-2-iodoaniline|CS-0463666

Structure of 1426566-89-3

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Description

4-Bromo-5-chloro-2-iodoaniline features three halogen substituents positioned for orthogonal reactivity in cross-coupling cascades. This trihalogenated aniline serves as a key intermediate in the synthesis of complex heterocycles and functionalized aryl scaffolds, enabling sequential metal-mediated transformations under mild conditions.

Application

4-Bromo-5-chloro-2-iodoaniline serves as a versatile trihalogenated aniline building block for the synthesis of complex heterocycles and pharmaceutical intermediates. Its orthogonal halogen reactivity enables sequential cross-coupling reactions, facilitating efficient access to substituted biaryls and fused ring systems. The molecule exhibits good bench stability and is compatible with standard palladium-catalyzed coupling protocols, offering predictable regioselectivity in Suzuki, Stille, and Negishi transformations.

General Information

CAS No. 1426566-89-3
Cat. No. CS-0463666
Purity ≥95%
MDL No. MFCD27920809
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrClIN
Molecular Weight None
Synonym(s) 4-Bromo-5-chloro-2-iodo-phenylamine
SMILES C1=C(C(=CC(=C1I)N)Cl)Br

Computational Chemistry Data

TPSA 26.02
LogP 3.2893
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-5-chloro-2-iodoaniline

CAS No. 1426566-89-3

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