Methyl 3-bromo-5-iodobenzoate

Name: Methyl 3-bromo-5-iodobenzoate
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CAS No. 188813-07-2
Cat. No. CS-0044963
Purity≥97%
MDL No.MFCD00673016

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Methyl 3-bromo-5-iodobenzoate|CS-0044963

Structure of 188813-07-2

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Description

Methyl 3-bromo-5-iodobenzoate features a dual halogenated aromatic core, enabling sequential cross-coupling reactions in synthetic organic chemistry. The bromo and iodo substituents occupy meta and para positions relative to the ester group, offering orthogonal reactivity for modular assembly of complex arenes under palladium catalysis. This bench-stable derivative facilitates efficient diversification in medicinal chemistry and materials science applications.

Application

Methyl 3-bromo-5-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 via Suzuki, Stille, or Negishi coupling protocols. Its bench-stable crystalline form facilitates handling and purification, while the ester group offers compatibility with standard synthetic transformations. This compound functions as a key intermediate in the construction of complex heterocycles and bioactive scaffolds.

General Information

CAS No. 188813-07-2
Cat. No. CS-0044963
Purity ≥97%
MDL No. MFCD00673016
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrIO₂
Molecular Weight 340.94
Synonym(s) benzoic acid, 3-bromo-5-iodo-, methyl ester
SMILES O=C(OC)C1=CC(I)=CC(Br)=C1

Computational Chemistry Data

TPSA 26.3
LogP 2.8403
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 Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-bromo-5-iodobenzoate

CAS No. 188813-07-2

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