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4-Hydroxyquinoline-7-carboxylic acid

Catalog Number: EVT-3160571

CAS Number: 948573-55-5

Molecular Formula: C10H7NO3

Molecular Weight: 189.17

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Product Introduction

Description

4-Hydroxyquinoline-7-carboxylic acid is a chemical compound that falls under the category of quinolines . Quinoline is an essential heterocyclic compound due to its versatile applications in the fields of industrial and synthetic organic chemistry.

Synthesis Analysis

The synthesis of 4-Hydroxyquinoline-7-carboxylic acid involves several protocols. For example, Gould–Jacob, Friedländer, Pfitzinger, Skraup, Doebner von Miller, and Conrad Limpach are well-known classical synthesis protocols used for the construction of the principal quinoline scaffold. Aminomethylation was carried out via the modified Mannich reaction (mMr) applying formaldehyde and piperidine.

Molecular Structure Analysis

The molecular structure of 4-Hydroxyquinoline-7-carboxylic acid consists of a benzene ring fused with a pyridine moiety. The compound has a characteristic double-ring structure.

Chemical Reactions Analysis

The chemical reactions involving 4-Hydroxyquinoline-7-carboxylic acid include transition metal-catalyzed reactions, metal-free ionic liquid-mediated reactions, ultrasound irradiation reactions, and green reaction protocols. When the aldehyde component was replaced with aromatic aldehydes, Knoevenagel condensation took place.

Physical And Chemical Properties Analysis

The physical and chemical properties of 4-Hydroxyquinoline-7-carboxylic acid include its melting point, boiling point, density, molecular formula, and molecular weight .

Properties

CAS Number

948573-55-5

Product Name

4-Hydroxyquinoline-7-carboxylic acid

IUPAC Name

4-oxo-1H-quinoline-7-carboxylic acid

Molecular Formula

C10H7NO3

Molecular Weight

189.17

InChI

InChI=1S/C10H7NO3/c12-9-3-4-11-8-5-6(10(13)14)1-2-7(8)9/h1-5H,(H,11,12)(H,13,14)

InChI Key

QNDMXIULYGYMJK-UHFFFAOYSA-N

SMILES

C1=CC2=C(C=C1C(=O)O)NC=CC2=O

Canonical SMILES

C1=CC2=C(C=C1C(=O)O)NC=CC2=O

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