4-Hydroxy-3-methoxy-5-nitrobenzaldehyde

Name: 4-Hydroxy-3-methoxy-5-nitrobenzaldehyde
Brand: ChemScene
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CAS No. 6635-20-7
Cat. No. CS-W015680
Purity≥98%
MDL No.MFCD00007118

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Hydroxy-3-methoxy-5-nitrobenzaldehyde|CS-W015680

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General Information

CAS No. 6635-20-7
Cat. No. CS-W015680
Purity ≥98%
MDL No. MFCD00007118
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO₅
Molecular Weight 197.14
Synonym(s) 5-Nitrovanillin; 4-Hydroxy-3-methoxy-5-nitrobenzaldehyde
SMILES O=CC1=CC([N+]([O-])=O)=C(O)C(OC)=C1

Description

4-Hydroxy-3-methoxy-5-nitrobenzaldehyde features a strategically positioned aldehyde group flanked by electron-withdrawing nitro and electron-donating methoxy/hydroxy substituents, enabling tailored reactivity in cross-coupling and condensation reactions. This ortho-quinone precursor exhibits enhanced stability under standard bench conditions and facilitates access to complex aromatic scaffolds in synthetic medicinal chemistry.

Application

4-Hydroxy-3-methoxy-5-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinones, and heterocyclic scaffolds. Its orthogonal functionality—phenolic hydroxyl, methoxy, aldehyde, and nitro groups—supports sequential transformations under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step syntheses and scale-up applications.

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
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 89.67
LogP 1.1215
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 3

Other Classifications

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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4-Hydroxy-3-methoxy-5-nitrobenzaldehyde

CAS No. 6635-20-7

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