1,10-Phenanthroline-4,7-dicarboxylic acid

Base Information

• Chemical Name: 1,10-Phenanthroline-4,7-dicarboxylic acid
• CAS No.: 31301-31-2
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.22400
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70475786
• Nikkaji Number: J1.021.904C
• Wikidata: Q72500853
• Mol file: 31301-31-2.mol

Synonyms:1,10-PHENANTHROLINE-4,7-DICARBOXYLIC ACID;31301-31-2;4,7-dicarboxy-1,10-phenanthroline;1,10-Phenanthroline-4,7-dicarboxylicacid;YSWG032;SCHEMBL1088793;DTXSID70475786;MFCD19441391;AKOS016006713;SB67017;AS-65353;1,10-Phenanthroline-4,7-dicarboxylic acid;CS-0110347;FT-0738793;C74603;A846135

Chemical Property of 1,10-Phenanthroline-4,7-dicarboxylic acid

Chemical Property:

• Melting Point: >300℃
• PSA: 100.38000
• Density: 1.585
• LogP: 2.17940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• 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-4,7-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C3=NC=CC(=C31)C(=O)O)C(=O)O

Technology Process of 1,10-Phenanthroline-4,7-dicarboxylic acid

There total 2 articles about 1,10-Phenanthroline-4,7-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: 68.0%

4,7-dicarboxaldehyde-1,10-phenanthroline (130897-87-9) → 1,10-phenanthroline-4,7-dicarboxylic acid (31301-31-2)

Guidance literature:

With silver nitrate; sodium hydroxide; In ethanol; water; for 16h;

DOI:10.1039/d0cc05972b

Reference yield:

4,7-Dimethyl-1,10-phenanthroline (3248-05-3) → 1,10-phenanthroline-4,7-dicarboxylic acid (31301-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / SeO₂; H₂O / dioxane / 2 h / Heating

2: 43 percent / 70percent HNO₃ / 3 h / Heating

With selenium(IV) oxide; water; In 1,4-dioxane; 1: Oxidation / 2: Oxidation;

DOI:10.1039/b002391o

Reference yield: 83.0%

[RhCl2(p-cymene)]2 + (E,E′)-4,4′-bisstyryl-2,2′-bipyridine (825621-06-5) + ammonium thiocyanate + 1,10-phenanthroline-4,7-dicarboxylic acid (31301-31-2) → cis-dithiocyanato(4,7-dicarboxy-1,1'-phenanthroline)-(4,4'-bis((E)-styryl)-2,2'-bipyridine) ruthenium(II)

Guidance literature:

[RhCl₂(p-cymene)]2; (E,E′)-4,4′-bisstyryl-2,2′-bipyridine; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere; Darkness;

1,10-phenanthroline-4,7-dicarboxylic acid; In N,N-dimethyl-formamide; at 160 ℃; for 4h; Inert atmosphere; Darkness;

ammonium thiocyanate; In N,N-dimethyl-formamide; at 160 ℃; for 4h; Inert atmosphere; Darkness;

DOI:10.1002/hlca.201800030

upstream raw materials:

4,7-dicarboxaldehyde-1,10-phenanthroline

4,7-Dimethyl-1,10-phenanthroline

Refernces

• 1、 Shigeta, Yasuhiro,Kobayashi, Atsushi,Ohba, Tadashi,Yoshida, Masaki,Matsumoto, Takeshi,Chang, Ho-Chol,Kato, Masako. "Shape-Memory Platinum(II) Complexes: Intelligent Vapor-History Sensor with ON-OFF Switching Function". . p. 2682 - 2690. Retrieved 2016.
• 2、 Eberhart, Michael S.,Phelan, Brian T.,Niklas, Jens,Sprague-Klein, Emily A.,Kaphan, David M.,Gosztola, David J.,Chen, Lin X.,Tiede, David M.,Poluektov, Oleg G.,Mulfort, Karen L.. "Surface immobilized copper(i) diimine photosensitizers as molecular probes for elucidating the effects of confinement at interfaces for solar energy conversion". supporting information. p. 12130 - 12133. Retrieved 2020/10/21.