4-Bromo-1-iodo-2-nitrobenzene

Name: 4-Bromo-1-iodo-2-nitrobenzene
Brand: ChemScene
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CAS No. 112671-42-8
Cat. No. CS-W009088
Purity≥98%
MDL No.MFCD11505492

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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-1-iodo-2-nitrobenzene|CS-W009088

Structure of 112671-42-8

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Description

4-Bromo-1-iodo-2-nitrobenzene features a trifunctional aryl scaffold with complementary halogen handles enabling sequential cross-coupling. The electron-deficient ring facilitates palladium-catalyzed transformations, while the para-bromo and ortho-iodo positions offer orthogonal reactivity for modular synthesis. This compound serves as a key intermediate in constructing complex heterocycles and bioactive molecules under standard conditions.

Application

4-Bromo-1-iodo-2-nitrobenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization, with the iodo group exhibiting higher reactivity in standard Suzuki, Stille, and Negishi couplings. The nitro group provides a robust electron-withdrawing handle for subsequent transformations, including reduction to aniline derivatives or direct substitution under specific conditions. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to complex substituted arenes and heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 112671-42-8
Cat. No. CS-W009088
Purity ≥98%
MDL No. MFCD11505492
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrINO₂
Molecular Weight 327.90
Synonym(s) 4-broMo-2-nitroiodobenzene
SMILES O=[N+](C1=CC(Br)=CC=C1I)[O-]

Computational Chemistry Data

TPSA 43.14
LogP 2.9619
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-1-iodo-2-nitrobenzene

CAS No. 112671-42-8

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