1,10-phenanthroline-2,9-dicarboxylic Acid

Base Information

• Chemical Name: 1,10-phenanthroline-2,9-dicarboxylic Acid
• CAS No.: 57709-61-2
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.229
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70428797
• Nikkaji Number: J748.058J
• Wikidata: Q72500849
• Mol file: 57709-61-2.mol

Synonyms:1,10-phenanthroline-2,9-dicarboxylic acid

Chemical Property of 1,10-phenanthroline-2,9-dicarboxylic Acid

Chemical Property:

• Vapor Pressure: 1.62E-13mmHg at 25°C
• Melting Point: 239 °C(Solv: methanol (67-56-1))
• Boiling Point: 563.1 °C at 760 mmHg
• PKA: 0.61±0.30(Predicted)
• Flash Point: 294.3 °C
• PSA: 100.38000
• Density: 1.585 g/cm³
• LogP: 2.17940
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 268.04840674
• Heavy Atom Count: 20
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

1,10-Phenanthroline-2,9-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C3=C1C=CC(=N3)C(=O)O)N=C(C=C2)C(=O)O
• Uses: 1,10-Phenanthroline-2,9-dicarboxylic acid hydrate is used to produce 1,10-phenanthroline-2,9-dicarbonyl chloride.

Technology Process of 1,10-phenanthroline-2,9-dicarboxylic Acid

There total 6 articles about 1,10-phenanthroline-2,9-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: 100.0%

2,9-Bis(trichloromethyl)-1,10-phenanthroline (78831-41-1) → 1,10-phenanthroline-2,9-dicarboxylic acid (57709-61-2)

Guidance literature:

With sulfuric acid; In water; at 85 ℃; for 7h;

DOI:10.1055/s-0036-1591994

Reference yield: 96.0%

1,10-phenanthroline-2,9-dicarboxaldehyde (57709-62-3) → 1,10-phenanthroline-2,9-dicarboxylic acid (57709-61-2)

Guidance literature:

With nitric acid; for 4h; Heating;

Reference yield:

2.9-dimethyl-1,10-phenanthroline (484-11-7) → 1,10-phenanthroline-2,9-dicarboxylic acid (57709-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SeO₂ / dioxane / 2 h / Heating

2: 430 mg / aq. HNO₃ / 2 h / Heating

With selenium(IV) oxide; nitric acid; In 1,4-dioxane;

DOI:10.1021/ja067352b

upstream raw materials:

1,10-phenanthroline-2,9-dicarboxaldehyde

2,9-Bis(trichloromethyl)-1,10-phenanthroline

2,9-bis(tribromomethyl)-1,10-phenanthroline

2.9-dimethyl-1,10-phenanthroline

Downstream raw materials:

bis(pentafluorophenyl)-1,10-phenanthroline-2,9-dicarboxylate

[1,10]phenanthroline-2,9-dicarboxylic acid 2-({3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propyl}-amide) 9-[(3-hydroxy-propyl)-amide]

Refernces

• 1、 Selva Kumar,Kumar, S. K. Ashok,Vijayakrishna, Kari,Sivaramakrishna, Akella,Brahmmananda Rao,Sivaraman,Sahoo, Suban K.. "Development of the Smartphone-Assisted Colorimetric Detection of Thorium by Using New Schiff's Base and Its Applications to Real Time Samples". . p. 15270 - 15279. Retrieved 2018.
• 2、 Dey, Chandan,Das, Raja,Krishna Saha, Binoy,Poddar, Pankaj,Banerjee, Rahul. "Design and in situ synthesis of a Cu-based porous framework featuring isolated double chain magnetic character". . p. 11008 - 11010. Retrieved 2011.
• 3、 Ashok Kumar, S. K.,De, Sourav. "Highly selective and potent anti-cancer agents based on 2,9-substituted-1,10-phenanthroline derivatives". . . Retrieved 2020.
• 4、 Miron, Caitlin E.,Petitjean, Anne. "An Improved Route for the Synthesis of Guanine Quadruplex Ligand Phen-DC3". . p. 1362 - 1366. Retrieved 2018.
• 5、 -. "Phenanthroline-derived dipyrazole extractant as well as preparation method and application thereof". Paragraph 0047; 0049; 0052; 0061; 0063; 0066; 0070; 0072. . Retrieved 2021/04/03.
• 6、 Ji, Baoming,Jing, Yongkang,Liang, Rong,Lu, Zhiqiang,Wu, Weilong,Yan, Xianghe,Zhang, Deyi. "Palladium-Catalyzed Butoxycarbonylation of Polybromo(hetero)arenes: A Practical Method for the Preparation of (Hetero)arenepolycarboxylates and -carboxylic Acids". . . Retrieved 2021/10/12.