Methyl 5-bromo-2-iodobenzoate

Name: Methyl 5-bromo-2-iodobenzoate
Brand: ChemScene
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CAS No. 181765-86-6
Cat. No. CS-W018330
Purity≥96%
MDL No.MFCD00144771

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 5-bromo-2-iodobenzoate|CS-W018330

Structure of 181765-86-6

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Description

Methyl 5-bromo-2-iodobenzoate features a dual halogenated aromatic core, enabling efficient cross-coupling reactions in synthetic organic chemistry. The bromo and iodo substituents occupy meta and ortho positions relative to the ester group, offering orthogonal reactivity for sequential functionalization. This configuration supports palladium-catalyzed transformations with high chemoselectivity. The compound exhibits bench-stable handling under standard conditions.

Application

Methyl 5-bromo-2-iodobenzoate serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The ortho-bromo and meta-iodo substituents enable sequential functionalization, facilitating the construction of complex biaryl systems and heterocyclic scaffolds. Its bench-stable nature and compatibility with standard coupling conditions make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

General Information

CAS No. 181765-86-6
Cat. No. CS-W018330
Purity ≥96%
MDL No. MFCD00144771
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrIO₂
Molecular Weight 340.94
Synonym(s) 5-Bromo-2-iodobenzoic Acid Methyl Ester
SMILES COC(=O)C1=C(I)C=CC(Br)=C1

Computational Chemistry Data

TPSA 26.3
LogP 2.8403
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 5-bromo-2-iodobenzoate

CAS No. 181765-86-6

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