Methyl 2-bromo-5-nitrobenzoate

CAS No. 6942-36-5
Cat. No. CS-W012516
Purity≥98%
MDL No.MFCD00010867

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Methyl 2-bromo-5-nitrobenzoate|CS-W012516

Structure of 6942-36-5

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Description

Methyl 2-bromo-5-nitrobenzoate is a bench-stable, electron-deficient aromatic ester featuring orthogonal reactivity at the bromo and nitro positions. This compound integrates seamlessly into cross-coupling and nucleophilic substitution workflows, enabling efficient access to functionalized heterocycles and pharmaceutical intermediates under standard conditions.

Application

Methyl 2-bromo-5-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and ester functionalities provide orthogonal reactivity for downstream transformations. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis of complex heterocycles and pharmaceutical intermediates.

General Information

CAS No. 6942-36-5
Cat. No. CS-W012516
Purity ≥98%
MDL No. MFCD00010867
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO₄
Molecular Weight 260.04
Synonym(s) 2-Bromo-5-nitrobenzoic Acid Methyl Ester
SMILES COC(C1=C(Br)C=CC([N+]([O-])=O)=C1)=O

Computational Chemistry Data

TPSA 69.44
LogP 2.1439
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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 2-bromo-5-nitrobenzoate

CAS No. 6942-36-5

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