Methyl 4-hydroxy-5-methoxy-2-nitrobenzoate

CAS No. 27883-60-9
Cat. No. CS-W007167
Purity≥98%
MDL No.MFCD09833001

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Methyl 4-hydroxy-5-methoxy-2-nitrobenzoate|CS-W007167

Structure of 27883-60-9

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Description

Methyl 4-hydroxy-5-methoxy-2-nitrobenzoate features a nitro group at C2, a hydroxyl at C4, and a methoxy substituent at C5, creating a polar, electron-deficient aromatic core. This configuration enables selective coupling in synthetic sequences, particularly in the construction of complex heterocycles and bioactive scaffolds under standard conditions.

Application

Methyl 4-hydroxy-5-methoxy-2-nitrobenzoate serves as a versatile building block in synthetic organic chemistry, enabling access to substituted phenolic scaffolds and heterocyclic systems. The ortho-nitro group facilitates directed metalation and subsequent functionalization, while the hydroxyl and methoxy substituents provide sites for selective derivatization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.

General Information

CAS No. 27883-60-9
Cat. No. CS-W007167
Purity ≥98%
MDL No. MFCD09833001
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉NO₆
Molecular Weight 227.17
Synonym(s) 4-Hydroxy-5-methoxy-2-nitro-benzoic acid methylester
SMILES O=C(OC)C1=CC(OC)=C(O)C=C1[N+]([O-])=O

Computational Chemistry Data

TPSA 98.9
LogP 1.0956
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 3

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 4-hydroxy-5-methoxy-2-nitrobenzoate

CAS No. 27883-60-9

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