3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde

Name: 3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 178686-24-3
Cat. No. CS-0061634
Molecule weight211.17
Purity≥95%
MDL No.MFCD00058678

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FedEx Limited Quantities Ground	$0.00
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3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde|CS-0061634

Structure of 178686-24-3

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General Information

CAS No. 178686-24-3
Cat. No. CS-0061634
Purity ≥95%
MDL No. MFCD00058678
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉NO₅
Molecular Weight 211.17
Synonym(s) 2-Ethoxy-4-formyl-6-nitrophenol
SMILES O=CC1=CC([N+]([O-])=O)=C(O)C(OCC)=C1

Description

3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde features a conjugated aldehyde group flanked by electron-withdrawing nitro and hydroxyl functionalities, enabling selective coupling reactions. The ethoxy substituent enhances solubility in organic solvents while maintaining stability under standard bench conditions. This trifunctional scaffold supports modular synthesis of bioactive heterocycles and functionalized aromatic systems.

Application

3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive scaffolds. Its ortho-hydroxy and para-nitro substituents enable facile cyclization reactions, while the aldehyde group supports efficient condensation and reductive amination protocols. The ethoxy group enhances solubility and provides a handle for further derivatization. This compound exhibits bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  121-32-4
- ~%
- In-stock
  
  178686-24-3
References
- WO2006/117370 A1, ; Page/Page column 41 ; WO 2006/117370 A1

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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Computational Chemistry Data

TPSA 89.67
LogP 1.5116
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Ethoxy-4-hydroxy-5-nitrobenzaldehyde

CAS No. 178686-24-3

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