Methyl 2-hydroxy-3-nitrobenzoate

CAS No. 22621-41-6
Cat. No. CS-W010571
Purity≥97%
MDL No.MFCD00272263

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Methyl 2-hydroxy-3-nitrobenzoate|CS-W010571

Structure of 22621-41-6

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Description

Methyl 2-hydroxy-3-nitrobenzoate features a strategically positioned hydroxyl group ortho to the ester and a nitro substituent at the meta position, enabling unique reactivity in synthetic transformations. This electron-deficient aromatic system integrates readily into complex molecular architectures under mild conditions. The compound exhibits enhanced stability and solubility in common organic solvents, facilitating its use in multi-step synthesis workflows.

Application

Methyl 2-hydroxy-3-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzoic acid derivatives and heterocyclic scaffolds. The ortho-hydroxyl and nitro groups facilitate directed metalation and electrophilic substitution, while the methyl ester provides a handle for selective hydrolysis or coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it suitable for iterative synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 22621-41-6
Cat. No. CS-W010571
Purity ≥97%
MDL No. MFCD00272263
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO₅
Molecular Weight 197.14
Synonym(s) Methyl 3-nitrosalicylate; Methyl 2-hydroxy-3-nitrobenzoate
SMILES O=C(OC)C1=CC=CC([N+]([O-])=O)=C1O

Computational Chemistry Data

TPSA 89.67
LogP 1.087
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Safety Information

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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 Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-hydroxy-3-nitrobenzoate

CAS No. 22621-41-6

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