[2,2'-Biquinoline]-4,4'-dicarboxylic acid

Base Information

• Chemical Name: [2,2'-Biquinoline]-4,4'-dicarboxylic acid
• CAS No.: 1245-13-2
• Molecular Formula: C20H12N2O4
• Molecular Weight: 344.326
• Hs Code.: 29334900
• European Community (EC) Number: 214-990-9
• NSC Number: 133815
• UNII: CX56TX9Y1I
• DSSTox Substance ID: DTXSID8061638
• Nikkaji Number: J217.077I
• Wikipedia: Bicinchoninic_acid
• Wikidata: Q386096
• ChEMBL ID: CHEMBL431482
• Mol file: 1245-13-2.mol

Synonyms:bicinchoninic acid

Chemical Property of [2,2'-Biquinoline]-4,4'-dicarboxylic acid

Chemical Property:

• Melting Point: 365°C(lit.)
• Boiling Point: 626.2 °C at 760 mmHg
• PKA: 1.77±0.10(Predicted)
• Flash Point: 332.5 °C
• PSA: 100.38000
• Density: 1.468 g/cm³
• LogP: 3.84640
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 344.07970687
• Heavy Atom Count: 26
• Complexity: 506

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2′-Biquinoline-4,4′-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 22-24/25-36-26

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=N2)C3=NC4=CC=CC=C4C(=C3)C(=O)O)C(=O)O
• Uses: 2,2′-Biquinoline-4,4′-dicarboxylic acid has been used in a study that synthesized and structurally characterized six metal-organic coordination polymers.

Technology Process of [2,2'-Biquinoline]-4,4'-dicarboxylic acid

There total 5 articles about [2,2'-Biquinoline]-4,4'-dicarboxylic 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: 78.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) → 2,2'-biquinoline-4,4'-dicarboxylic acid (1245-13-2)

Guidance literature:

indole-2,3-dione; 3-hydroxy-2-butanon; With potassium hydroxide; for 24h; Reflux;

With hydrogenchloride; In water;

DOI:10.1007/s11172-010-0153-9

Reference yield: 54.0%

2,2′-biquinoline-4,4'-dicarboxylic acid disodium salt + 1,10-Phenanthroline (66-71-7) + cadmium(II) acetate dihydrate (5743-04-4) → 2,2'-biquinoline-4,4'-dicarboxylic acid (1245-13-2)

Guidance literature:

With ammonium fluoride; In water; at 150 ℃; for 96h; Autoclave; High pressure;

DOI:10.1002/zaac.201200474

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 3-chloro-2-butanone (4091-39-8) → 2,2'-biquinoline-4,4'-dicarboxylic acid (1245-13-2)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01216a087

upstream raw materials:

indole-2,3-dione

3-hydroxy-2-butanon

3-chloro-2-butanone

dimethylglyoxal

Downstream raw materials:

4,4'-diethylester-2,2'-biquinoline

dimethyl 2-(cyclohexylamino)-5-[cyclohexyl({2-[4-({cyclohexyl[5-(cyclohexylamino)-3,4-bis(methyloxycarbonyl)-2-furyl]amino}carbonyl)-2-quinolyl]quinolyl}carbonyl)amino]-3,4-furandicarboxylate

diethyl 2-(cyclohexylamino)-5-[cyclohexyl({2-[4-({cyclohexyl[5-(cyclohexylamino)-3,4-bis(ethyloxycarbonyl)-2-furyl]amino}carbonyl)-2-quinolyl]quinolyl}carbonyl)amino]-3,4-furandicarboxylate

2,2′-biquinoline-4,4′-dimethyl ester

Refernces

• 1、 Liu, Yu,Song, Yun,Chen, Yong,Li, Xue-Qing,Ding, Fei,Zhong, Rui-Qin. "Biquinolino-modified β-cyclodextrin dimers and their metal complexes as efficient fluorescent sensors for the molecular recognition of steroids". . p. 3685 - 3696. Retrieved 2004.
• 2、 Lesesne,Henze. "-". . p. 1897,1898. Retrieved 1942.