5,8-QUINOLINEQUINONE

Base Information

• Chemical Name: 5,8-QUINOLINEQUINONE
• CAS No.: 10470-83-4
• Molecular Formula: C9H5NO2
• Molecular Weight: 159.144
• Hs Code.: 2933499090
• Mol file: 10470-83-4.mol

Synonyms:DA 276;NSC 682996;5,8-Quinolinequinone;5,8-Dihydro-5,8-dioxoquinoline;

Chemical Property of 5,8-QUINOLINEQUINONE

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Melting Point: 129℃ (DEC.)
• Refractive Index: 1.626
• Boiling Point: 333.6 °C at 760 mmHg
• PKA: -0.71±0.20(Predicted)
• Flash Point: 159.9 °C
• PSA: 47.03000
• Density: 1.374 g/cm³
• LogP: 1.01680
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

Quinoline-5,8-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,8-QUINOLINEQUINONE

There total 21 articles about 5,8-QUINOLINEQUINONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

8-quinolinol (148-24-3,24804-14-6) → 5,8-quinolinedione (10470-83-4)

Guidance literature:

With methylene blue; In methanol; water; at 20 ℃; for 0.666667h; under 7500.75 Torr; Irradiation; Flow reactor;

DOI:10.1002/chem.202101313

Reference yield: 88.0%

quinolin-5-ol (578-67-6) → 5,8-quinolinedione (10470-83-4)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; at 0 ℃;

DOI:10.1016/S0040-4039(00)97755-4

Reference yield: 87.0%

8-amino quinoline (578-66-5) → 5,8-quinolinedione (10470-83-4)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; at 0 ℃;

DOI:10.1016/S0040-4039(00)97755-4

upstream raw materials:

8-quinolinol

5-amino-8-hydroxyquinoline

(E)-4-((8-hydroxyquinolin-5-yl)diazenyl)benzenesulfonic acid

8-amino quinoline

Downstream raw materials:

6,7-bis-phenylsulfanyl-quinoline-5,8-diol

6-anilinoquinoline-5,8-quinone

6,7-bis-p-tolylmercapto-quinoline-5,8-diol

7-<2-(4-hydroxyphenyl)ethylamino>quinoline-5,8-dione

Refernces

New Near Infrared Absorbing Metal Complex Dyes: Synthesis and Metallochromic Properties of Two Isomeric Ligands, 2-(Dimethylamino)naphtho(<1,2-g> and <2,1-g>)quinoline-7,12-diones

10.1246/bcsj.63.1748

Katsuhira Yoshida and colleagues focuse on the synthesis and metallochromic properties of two isomeric near-infrared absorbing metal complex dyes derived from 2-(dimethylamino)naphtho[1,2-g]quinoline-7,12-diones and 2-(dimethylamino)naphtho[2,1-g]quinoline-7,12-diones. The dyes were synthesized via the Diels-Alder reaction of 5,8-quinolinedione with p-(dimethylamino)styrenes. The study revealed that while the two isomers exhibited similar absorption spectra in their free states, they showed drastically different metallochromic behaviors upon the addition of metal salts. One isomer displayed significant spectral changes, resulting in intense absorption bands in the near-infrared region, making it a potential candidate for applications in optical storage, laser printers, and color filter systems.

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