2-Bromo-1-iodo-4-methylbenzene

CAS No. 71838-16-9
Cat. No. CS-W019589
Purity≥98%
MDL No.MFCD00079718

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FedEx Limited Quantities Ground	$0.00
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2-Bromo-1-iodo-4-methylbenzene|CS-W019589

Structure of 71838-16-9

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Description

2-Bromo-1-iodo-4-methylbenzene features a dual halogenation pattern on a methyl-substituted benzene ring, enabling precise cross-coupling strategies. The bromo and iodo groups offer orthogonal reactivity, facilitating sequential functionalization in palladium-catalyzed transformations. This ortho-disubstituted scaffold provides excellent regiocontrol and stability under standard conditions.

Application

2-Bromo-1-iodo-4-methylbenzene serves as a versatile biaryl building block in cross-coupling chemistry, enabling palladium-catalyzed reactions such as Suzuki-Miyaura and Stille couplings. The orthogonal halogen reactivity—bromine typically undergoing coupling prior to iodine—facilitates sequential functionalization. Bench-stable and readily purified by column chromatography, it supports efficient synthesis of substituted arenes and complex scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 71838-16-9
Cat. No. CS-W019589
Purity ≥98%
MDL No. MFCD00079718
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrI
Molecular Weight 296.93
Synonym(s) 2-Bromo-4-methyliodobenzene; 2-Bromo-1-iodo-4-methylbenzene
SMILES CC1=CC=C(I)C(Br)=C1

Computational Chemistry Data

TPSA 0
LogP 3.36212
H_Acceptors 0
H_Donors 0
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-1-iodo-4-methylbenzene

CAS No. 71838-16-9

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