118-13-8

Basic information

• Product Name: 3-HYDROXYQUINOLINE-4-CARBOXYLIC ACID
• Synonyms: 3-HYDROXYQUINOLINE-4-CARBOXYLIC ACID;3-Hydroxycinchoninicacid;3-Hydroxy-4-quinolinecarboxylic acid;4-Quinolinecarboxylic acid, 3-hydroxy-
• CAS NO: 118-13-8
• Molecular Formula: C₁₀H₇NO₃
• Molecular Weight: 189.16748
• EINECS: 204-236-7
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 118-13-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 384.7 °C at 760 mmHg
• Flash Point: 186.5 °C
• Appearance: /
• Density: 1.48 g/cm³
• Vapor Pressure: 1.32E-06mmHg at 25°C
• Refractive Index: 1.73
• CAS DataBase Reference: 3-HYDROXYQUINOLINE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYQUINOLINE-4-CARBOXYLIC ACID(118-13-8)
• EPA Substance Registry System: 3-HYDROXYQUINOLINE-4-CARBOXYLIC ACID(118-13-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 118-13-8(Hazardous Substances Data)

Usage

Uses

3-Hydroxyquinoline-4-carboxylic acid is a useful reactant used for the preparation of benzazepinones and benzoxazepinones as Inhibitor of Apoptosis Proteins (IAPs) antagonists.

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

Upstream product

• 75353-47-8 acide amino-3-quinoleinecarboxylique-4 
• 91-56-5 indole-2,3-dione 
• 3681-17-2 3-chloropyruvic acid 
• 2973-27-5 quinoline-4-carbonitrile 
• 486-74-8 4-quinolinic acid 
• 21236-85-1 quinoline-4-carbonitrile 1-oxide 
• 100517-53-1 3-hydroxy-quinoline-4-carbonitrile 

Downstream Products

• 580-18-7 3-hydroxyquinoline 
• 73776-18-8 methyl 3-hydroxyquinoline-4-carboxylate 
• 893566-48-8 3-methoxy-quinoline-4-carboxylic acid methyl ester 

Relevant articles and documents

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.