6265-23-2

Basic information

• Product Name: 2-NAPHTHALEN-1-YL-QUINOLINE-4-CARBOXYLIC ACID
• Synonyms: 2-(1-naphthyl)quinoline-4-carboxylic acid;4-quinolinecarboxylic acid, 2-(1-naphthalenyl)-;Nsc25682;2-(1-naphthyl)-4-quinolinecarboxylic acid;2-(1-naphthyl)cinchoninic acid
• CAS NO: 6265-23-2
• Molecular Formula: C20H13NO2
• Molecular Weight: 299.33
• Mol File: 6265-23-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 514.3°C at 760 mmHg
• Flash Point: 264.8°C
• Appearance: /
• Density: 1.308g/cm³
• Vapor Pressure: 2.12E-11mmHg at 25°C
• Refractive Index: 1.732
• CAS DataBase Reference: 2-NAPHTHALEN-1-YL-QUINOLINE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NAPHTHALEN-1-YL-QUINOLINE-4-CARBOXYLIC ACID(6265-23-2)
• EPA Substance Registry System: 2-NAPHTHALEN-1-YL-QUINOLINE-4-CARBOXYLIC ACID(6265-23-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6265-23-2(Hazardous Substances Data)

Usage

General Description

2-Naphthalen-1-yl-quinoline-4-carboxylic acid is a chemical compound which belongs to the class of organic compounds known as quinoline carboxylic acids. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyridine ring, bearing a carboxylic acid group on its ring structure. 2-Naphthalen-1-yl-quinoline-4-carboxylic acid, specifically, has a naphthalen-1-yl group attached to its structure. The detailed information about its physical properties, such as melting and boiling point, density, etc., as well as its potential applications in industrial or pharmaceutical use, if any, are not readily available. It is recommended to handle it with appropriate safety measures, as its hazardous properties have not been fully investigated.

InChI:InChI=1/C20H13NO2/c22-20(23)17-12-19(21-18-11-4-3-9-16(17)18)15-10-5-7-13-6-1-2-8-14(13)15/h1-12H,(H,22,23)

Upstream product

• 66-77-3 1-naphthaldehyde 
• 127-17-3 2-oxo-propionic acid 
• 62-53-3 aniline 
• 941-98-0 1'-naphthacetophenone 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 6318-00-9 4-ethoxycarbonyl-2-naphthylquinoline 

Relevant articles and documents

Iridium(III) Sensitisers and Energy Upconversion: The Influence of Ligand Structure upon TTA-UC Performance

Six substituted ligands based upon 2-(naphthalen-1-yl)quinoline-4-carboxylate and 2-(naphthalen-2-yl)quinoline-4-carboxylate have been synthesised in two steps from a range of commercially available isatin derivatives. These species are shown to be effective cyclometallating ligands for IrIII, yielding complexes of the form [Ir(C^N)2(bipy)]PF6 (where C^N=cyclometallating ligand; bipy=2,2′-bipyridine). X-ray crystallographic studies on three examples demonstrate that the complexes adopt a distorted octahedral geometry wherein a cis-C,C and trans-N,N coordination mode is observed. Intraligand torsional distortions are evident in all cases. The IrIII complexes display photoluminescence in the red part of the visible region (668–693 nm), which is modestly tuneable through the ligand structure. The triplet lifetimes of the complexes are clearly influenced by the precise structure of the ligand in each case. Supporting computational (DFT) studies suggest that the differences in observed triplet lifetime are likely due to differing admixtures of ligand-centred versus MLCT character instilled by the facets of the ligand structure. Triplet–triplet annihilation upconversion (TTA-UC) measurements demonstrate that the complexes based upon the 1-naphthyl derived ligands are viable photosensitisers with upconversion quantum efficiencies of 1.6–6.7 %.