Methyl 2-bromo-3-iodobenzoate

Name: Methyl 2-bromo-3-iodobenzoate
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CAS No. 1261797-04-9
Cat. No. CS-0168152
Molecule weightNone
Purity≥95%
MDL No.MFCD11520418

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Methyl 2-bromo-3-iodobenzoate|CS-0168152

Structure of 1261797-04-9

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General Information

CAS No. 1261797-04-9
Cat. No. CS-0168152
Purity ≥95%
MDL No. MFCD11520418
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrIO₂
Molecular Weight None
Synonym(s) JPSAQWAATAFSOK-UHFFFAOYSA-N
SMILES O=C(OC)C1=CC=CC(I)=C1Br

Description

Methyl 2-bromo-3-iodobenzoate is a bifunctional aryl halide featuring strategically positioned bromo and iodo groups on a methyl benzoate scaffold. This orthogonal reactivity profile enables sequential cross-coupling processes in synthetic methodology. The molecule exhibits robust stability under standard conditions, facilitating reliable use in palladium-catalyzed transformations.

Application

Methyl 2-bromo-3-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, with excellent chemoselectivity and stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for the synthesis of complex biaryl scaffolds and substituted heterocycles in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 26.3
LogP 2.8403
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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 2-bromo-3-iodobenzoate

CAS No. 1261797-04-9

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