2-Bromo-5-iodoaniline

Name: 2-Bromo-5-iodoaniline
Brand: ChemScene
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CAS No. 111721-74-5
Cat. No. CS-0131359
Purity≥97%
MDL No.MFCD16038675

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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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General Information

CAS No. 111721-74-5
Cat. No. CS-0131359
Purity ≥97%
MDL No. MFCD16038675
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrIN
Molecular Weight 297.92
Synonym(s) BenzenaMine, 2-broMo-5-iodo-
SMILES NC1=CC(I)=CC=C1Br

Description

2-Bromo-5-iodoaniline features a dual halogenated aromatic scaffold with distinct reactivity at both the bromo and iodo positions. This electron-deficient aniline derivative enables selective cross-coupling transformations in palladium-catalyzed reactions, facilitating efficient access to complex aryl architectures. The molecule exhibits enhanced stability under standard bench conditions and integrates readily into multi-step synthetic sequences requiring precise functional group placement.

Application

2-Bromo-5-iodoaniline serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its complementary halogenation pattern offers orthogonal reactivity in Suzuki, Stille, and Negishi couplings, while the amine functionality facilitates direct functionalization or protection. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of complex heterocycles and pharmaceutical intermediates.

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 26.02
LogP 2.6359
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-iodoaniline

CAS No. 111721-74-5

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