4-Hydroxy-3-methoxy-5-nitrobenzoic acid

Name: 4-Hydroxy-3-methoxy-5-nitrobenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 15785-54-3
Cat. No. CS-0010503
Purity≥98%
MDL No.MFCD06203146

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Hydroxy-3-methoxy-5-nitrobenzoic acid|CS-0010503

Structure of 15785-54-3

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Description

4-Hydroxy-3-methoxy-5-nitrobenzoic acid features a strategically positioned nitro group that enhances electrophilic reactivity, while the hydroxyl and methoxy substituents provide orthogonal functional handles for derivatization. This electron-deficient aromatic core enables efficient coupling in synthetic sequences requiring controlled reactivity under standard conditions.

Application

4-Hydroxy-3-methoxy-5-nitrobenzoic acid serves as a versatile building block for heterocyclic synthesis and medicinal chemistry campaigns, offering orthogonal functional groups for sequential derivatization. The carboxylic acid enables amide or ester formation, while the phenolic hydroxyl and methoxy groups provide sites for selective protection or coupling. Its nitro group facilitates reduction to an amino derivative, enabling access to diverse scaffold classes. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in API development workflows.

General Information

CAS No. 15785-54-3
Cat. No. CS-0010503
Purity ≥98%
MDL No. MFCD06203146
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO₆
Molecular Weight 213.15
Synonym(s) 3-Nitro-4-hydroxy-5-methoxybenzoic acid; 5-Nitrovanillic acid; 3-Methoxy-4-hydroxy-5-nitrobenzoic acid
SMILES OC(C1=CC([N+]([O-])=O)=C(O)C(OC)=C1)=O

Computational Chemistry Data

TPSA 109.9
LogP 1.0072
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 3

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

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-nitrobenzoic acid

CAS No. 15785-54-3

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