Quinoline Yellow

Base Information

• Chemical Name: Quinoline Yellow
• CAS No.: 83-08-9
• Molecular Formula: C18H11NO2
• Molecular Weight: 273.291
• Hs Code.: 2933499090
• European Community (EC) Number: 305-897-5,201-453-9
• NSC Number: 18950,7503,3047
• UNII: 44F3HYL954
• DSSTox Substance ID: DTXSID00873130
• Nikkaji Number: J29.108K
• Wikipedia: Quinoline_Yellow_SS
• Wikidata: Q7272330
• NCI Thesaurus Code: C71670
• RXCUI: 1305581
• Metabolomics Workbench ID: 58717
• ChEMBL ID: CHEMBL1486465
• Mol file: 83-08-9.mol

Synonyms:Quinoline Yellow;Quinophthalone;8003-22-3;Solvent yellow 33;11641 Yellow;Erio Chinoline Yellow 4G;2-quinolin-2-ylindene-1,3-dione;83-08-9;2-(2-Quinolyl)-1,3-indandione;D&C Yellow No. 11;Quinoline Yellow 2SF;2-(2-Quinolyl)-1,3-indanedione;Quinoline Yellow SS;2-(2-Quinolyl)-1H-indene-1,3(2H)-dione;D and C Yellow No. 11;D & C Yellow no. 11;D&C Yellow No 11;D & C Yellow 11;Arlosol Yellow S;Waxoline Yellow T;2-(2-Quinolinyl)-1H-indene-1,3(2H)-dione;Solvant Yellow 33;2-(quinolin-2-yl)-1H-indene-1,3(2H)-dione;D.C. Yellow Dye No. 11;Chinoline Yellow ZSS;Quinoline Yellow Base;Yellow 204;CHEBI:53700;Nitro Fast Yellow SL;D&C Yellow 11;C.I. SOLVENT YELLOW 33;D and C Yellow 11;NSC 18950;1H-Indene-1,3(2H)-dione, 2-(2-quinolinyl)-;CI 47000;CCRIS 1448;C.I. 47000;EINECS 201-453-9;EINECS 232-318-2;MFCD00011593;2-quinolin-2-yl-1H-indene-1,3(2H)-dione;1H-Indene-1, 2-(2-quinolinyl)-;C.I. 4700;Chinophthalon;QuinolineYellow;Amarelo Quinolina;quinoline yellow a;Quinoline Yellow (C.I. 47000);quinol ine yellow ss;Yellow 11;Quinophthalone (VAN);D&C Yellow No.11;DSSTox_CID_4906;Epitope ID:116214;DSSTox_RID_77574;Quinoline Yellow, 95.0%;DC YELLOW NO. 11;DSSTox_GSID_24906;SCHEMBL42716;YELLOW 11 [INCI];C.I. Solvent Y ellow 33;MLS000037978;UNII-44F3HYL954;KI204 [INCI];CHEMBL1486465;BDBM32227;cid_5355280;HSDB 8052;DTXSID00873130;NSC3047;NSC7503;2-(2-Quinolyl)indan-1,3-dione;44F3HYL954;CI 47000 [INCI];HMS2417K18;KI204;SOLVENT YELLOW 33 [INCI];NSC-3047;NSC-7503;NSC18950;2-(1,3-dioxoindan-2-yl)quinoline;2-(2-quinolyl)indane-1,3-quinone;Tox21_202504;BBL027785;NSC-18950;STK367449;Quinoline Yellow, Dye content 95 %;AKOS000282972;Solvent Yellow 33 / Quinoline Yellow;CCG-103550;LS-1801;NCGC00020851-01;NCGC00020851-02;NCGC00020851-03;NCGC00020851-04;NCGC00020851-05;NCGC00020851-06;NCGC00020851-07;NCGC00020851-08;NCGC00020851-09;NCGC00020851-10;NCGC00021766-02;NCGC00021766-03;NCGC00021766-04;NCGC00021766-05;NCGC00260053-01;AS-13999;Quinoline Yellow 2SF, analytical standard;SMR000035456;CAS-8003-22-3;2-(2-quinolyl)-1H-inden-1,3(2H)-dion;FT-0674285;2-(1H-quinolin-2-ylidene)indene-1,3-dione;2-(1H-quinolin-2-ylidene)indane-1,3-quinone;F87556;SR-01000002715;Q7272330;SR-01000002715-2;W-109300

Chemical Property of Quinoline Yellow

Chemical Property:

• Melting Point: 239 °C(Solv: ethanol (64-17-5))
• Boiling Point: 514.5 °C at 760 mmHg
• PKA: -0.74±0.20(Predicted)
• Flash Point: 260 °C
• PSA: 47.03000
• Density: 1.345 g/cm³
• LogP: 3.39760
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 273.078978594
• Heavy Atom Count: 21
• Complexity: 423

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Other Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)C3C(=O)C4=CC=CC=C4C3=O

Technology Process of Quinoline Yellow

There total 31 articles about Quinoline Yellow 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: 53.6%

2-methylquinoline (91-63-4) + phthalic anhydride (85-44-9) → 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione (83-08-9)

Guidance literature:

at 180 ℃; for 0.5h;

Reference yield:

[2]quinolylmethylene-phthalide (6365-50-0) → 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione (83-08-9)

Guidance literature:

at 240 - 250 ℃;

Reference yield:

2-bromo-2-[2]quinolyl-indan-1,3-dione; tribromoide → 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione (83-08-9)

Guidance literature:

at 100 ℃;

upstream raw materials:

methanol

2-methylquinoline

Phthaloyl dichloride

benzene

Downstream raw materials:

2-[2]quinolyl-3-hydroxy-3-phenyl-indan-1-one

2-([2]quinolyl-nitro-acetyl)-benzoic acid ethyl ester

2-([2]quinolyl-nitro-acetyl)-benzoic acid methyl ester

Refernces

• 1、 -. "QUINOPHTHALONE COMPOUND AND COMPOSITION CONTAINING THE SAME". Paragraph 0050; 0051. . Retrieved 2018/11/27.