2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid

Base Information

• Chemical Name: 2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid
• CAS No.: 525-48-4
• Molecular Formula: C17H11NO5
• Molecular Weight: 309.278
• European Community (EC) Number: 208-373-3
• NSC Number: 59800
• DSSTox Substance ID: DTXSID40966939
• Nikkaji Number: J6.650H
• Wikidata: Q82949391
• ChEMBL ID: CHEMBL1881792
• Mol file: 525-48-4.mol

Synonyms:Hexophan;2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid;525-48-4;MLS002693251;EINECS 208-373-3;C17H11NO5;NCIOpen2_007736;2-(p-Hydroxyphenyl)quinoline-4,3'-dicarboxylic acid;SCHEMBL3020763;CHEMBL1881792;3'-Carboxy-4'-hydroxycinchophen;DTXSID40966939;4-Quinolinecarboxylic acid, 2-(3-carboxy-4-hydroxyphenyl)-;HMS3085B06;NSC59800;NSC 59800;NSC-59800;AKOS024332170;SMR001559210;2-(3-Carboxy-4-hydroxyphenyl)cinchoninic acid;Cinchoninic acid, 2-(3-carboxy-4-hydroxyphenyl)-;2-(CARBOXY-4-HYDROXYPHENYL)QUINOLINE-4-CARBOXYLIC ACID

Chemical Property of 2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 309.06372245
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=N2)C3=CC(=C(C=C3)O)C(=O)O)C(=O)O

Technology Process of 2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid

There total 2 articles about 2-(3-Carboxy-4-hydroxyphenyl)quinoline-4-carboxylic acid 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:

5-acetylsalicylic acid (13110-96-8) + indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → aristolochic acid (525-48-4)

Guidance literature:

With water; potassium carbonate;

Reference yield:

2-hydroxy-5-formylbenzoic acid (616-76-2) + 2-oxo-propionic acid (127-17-3) + aniline (62-53-3) → aristolochic acid (525-48-4)

Guidance literature:

With ethanol;

upstream raw materials:

5-acetylsalicylic acid

indole-2,3-dione

2-hydroxy-5-formylbenzoic acid

2-oxo-propionic acid

Refernces

Reversible solid-state mechanochromic luminescence originated from aggregation-induced enhanced emission-active Donor?Acceptor cruciform luminophores containing triphenylamine

10.1016/j.dyepig.2019.107689

This study investigates the design, synthesis, and properties of two torsional donor-acceptor cross-shaped luminophores, FB-CTPAEB and DFB-CTPAEB. These compounds exhibit unique intramolecular charge transfer (ICT) and solid-state fluorescence behaviors, and have high solid-state luminescence efficiencies (up to 0.693 and 0.442, respectively). 4,4''-Bis(trifluoromethyl)-[1,1':4',1''-terphenyl]-2',5'-dicarboxaldehyde (3a), prepared from 2,5-dibromoterephthalaldehyde and aromatic boronic acid 2a via Suzuki-Miyaura coupling reaction, is an intermediate for the synthesis of FB-CTPAEB. 3,3'',5,5''-Tetrakis(trifluoromethyl)-[1,1':4',1''-terphenyl]-2',5'-dicarboxaldehyde (3b), prepared from 2,5-dibromoterephthalaldehyde and aromatic boronic acid 2b via Suzuki-Miyaura coupling, is an intermediate compound used in the synthesis of DFB-CTPAEB. 2-(4-(Diphenylamino)phenyl)acetonitrile is used as the donor moiety in the Knoevenagel condensation reaction to form the final cruciform luminophore. 2,5-Dibromoterephthalaldehyde is the starting material for the synthesis of cruciform luminophores.

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