7576-65-0

Basic information

• Product Name: Solvent Yellow 114
• Synonyms: Rifalon Yellow E-F3G;Serilene Yellow 3GL;Triasperse Yellow 3GLF-E;Widetex Yellow C-3G;Youhaodisperse Yellow E-3G15102.;2-(3-Hydroxy-2-quinolyl)-2H-indene-1,3-dione;Supra Light Yellow GGL;Sumiplast Yellow HL
• CAS NO: 7576-65-0
• Molecular Formula: C18H11NO3
• Molecular Weight: 289.28
• EINECS: 231-474-9
• Product Categories: Solvent Dyestuff
• Mol File: 7576-65-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 265 °C
• Boiling Point: 502°C
• Flash Point: 257.4 °C
• Appearance: /
• Density: 1.435
• Vapor Pressure: 1.06E-10mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• PKA: -2.25±0.20(Predicted)
• Water Solubility: 28.93ug/L(25 oC)
• CAS DataBase Reference: Solvent Yellow 114(CAS DataBase Reference)
• NIST Chemistry Reference: Solvent Yellow 114(7576-65-0)
• EPA Substance Registry System: Solvent Yellow 114(7576-65-0)

Safety Data

• Hazardous Substances Data: 7576-65-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 7576-65-0 differently. You can refer to the following data:
1. 2-(3-Hydroxyquinolin-2-yl)-1H-indene-1,3(2H)-dione is used in high-throughput screening approach to anthrax lethal factor inhibition, QSAR approach to treating anthrax. Dyes and metabolites, Environmental Testing
2. Solvent Yellow is a food color that has been banned from use because of its demonstrated carcinogenicity.

InChI:InChI=1/C18H11NO3/c20-14-9-10-5-1-4-8-13(10)19-16(14)15-17(21)11-6-2-3-7-12(11)18(15)22/h1-9,15,20H

Synthetic route

3-hydroxy-quinaldine (613-19-4) + phthalic anhydride (85-44-9) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
at 250℃;
With zinc(II) chloride at 180℃;
at 200℃;
at 180℃; for 2h; Temperature;

phthalic anhydride (85-44-9) + 3-ethoxy-2-methyl-quinoline-4-carboxylic acid (811432-11-8) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
at 200℃;

phthalic anhydride (85-44-9) + 3-hydroxy-2-methyl-4-quinolinecarboxylic acid (117-57-7) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
at 240 - 245℃;

3-ethoxy-2-methyl-quinoline (57839-52-8) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: red phosphorus; water; hydriodic acid / auf Siedetemperatur 2: 200 °C View Scheme

3-ethoxy-2-methyl-quinoline-4-carboxylic acid (811432-11-8) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: 250 °C 2: red phosphorus; water; hydriodic acid / auf Siedetemperatur 3: 200 °C View Scheme

indole-2,3-dione (91-56-5) → 2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: aqueous KOH 2: 250 °C 3: red phosphorus; water; hydriodic acid / auf Siedetemperatur 4: 200 °C View Scheme
Multi-step reaction with 2 steps 1: aqueous KOH 2: 200 °C View Scheme

2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0) → 2-(4-bromo-3-hydroxy-2-quinolinyl)indan-1,3-dione (10319-14-9)

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at 40℃; for 8h; Time;	97.5%
With bromine In sulfolane at 50 - 75℃; for 2h; Temperature;	26.84 g

2-(3-hydroxy-2-quinolinyl)-1H-indene-1,3(2H)-dione (7576-65-0) + bromine (7726-95-6) + acetic acid (64-19-7) → monobromo derivative

Upstream product

• 85-44-9 phthalic anhydride 
• 117-57-7 3-hydroxy-2-methyl-4-quinolinecarboxylic acid 
• 91-56-5 indole-2,3-dione 
• 811432-11-8 3-ethoxy-2-methyl-quinoline-4-carboxylic acid 
• 57839-52-8 3-ethoxy-2-methyl-quinoline 
• 613-19-4 3-hydroxy-quinaldine 

Downstream Products

• 10319-14-9 2-(4-bromo-3-hydroxy-2-quinolinyl)indan-1,3-dione 

Relevant articles and documents

A quinophthalone compound, preparation method thereof and as the application of the light-absorbing material (by machine translation)

As shown in the formula A quinophthalone compound, preparation method thereof and as the application of the light-absorbing material. The preparation method comprises: the phthalic anhydride and 2 - methyl - 3 - hydroxy quinoline according to the weight 1: (3 - 5) is added to the reaction vessel, the solvent is 1, 3, 5 - trichlorobenzene, slow heating to 150 - 200 °C, and maintain at the temperature for 2 - 3 hours to carry out the condensation reaction. The application is shown in formula A quinophthalone compounds, core-shell structure nanometer titanium dioxide and the ultraviolet absorbent dispersed in the optical resin formed in the blue-light-resin material. Material has different band blue light to distinguish absorption performance, in that, the short wave harmful blue light to maintain low transmission, long wave band useful blue light and other band visible light to maintain high transmittance, is favorable to protect eyesight, better the ultraviolet light and blue light to the human eye's damage. (by machine translation)