1,5-Dihydroxynaphthalene-2,6-dicarboxylic acid

Base Information

• Chemical Name: 1,5-Dihydroxynaphthalene-2,6-dicarboxylic acid
• CAS No.: 25543-68-4
• Molecular Formula: C12H8 O6
• Molecular Weight: 248.192
• Hs Code.: 2918290000
• NSC Number: 109127
• DSSTox Substance ID: DTXSID20296403
• Nikkaji Number: J1.684.293A
• Wikidata: Q82036996
• Mol file: 25543-68-4.mol

Synonyms:1,5-dihydroxynaphthalene-2,6-dicarboxylic acid;25543-68-4;NSC109127;SCHEMBL1173895;DTXSID20296403;NSC-109127;1,5-dihydroxynaphthalene-2,6-dicarboxylicacid

Chemical Property of 1,5-Dihydroxynaphthalene-2,6-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 6.01E-11mmHg at 25°C
• Boiling Point: 503.2°C at 760 mmHg
• Flash Point: 272.2°C
• PSA: 115.06000
• Density: 1.706g/cm³
• LogP: 1.64740
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 248.03208797
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C2=C1C(=C(C=C2)C(=O)O)O)O)C(=O)O
• Uses: 1,5-dihydroxynaphthalene-2,6-dicarboxylic acid is an engineered material used as a charge-controlling agent in electrostatographic developer toner.

Technology Process of 1,5-Dihydroxynaphthalene-2,6-dicarboxylic acid

There total 6 articles about 1,5-Dihydroxynaphthalene-2,6-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%

1,5-dihydroxynaphthalene (83-56-7) + magnesium methyl carbonate (4861-79-4) → 1,5-dihydroxy-2,6-naphthalenedicarboxylic acid (25543-68-4)

Guidance literature:

In N,N-dimethyl-formamide; at 180 ℃; for 6h; under 25857.4 Torr;

DOI:10.1055/s-1983-30345

Reference yield: 81.0%

1,5-dihydronaphthalene + carbon dioxide (124-38-9,18923-20-1) → 1,5-dihydroxy-2,6-naphthalenedicarboxylic acid (25543-68-4)

Guidance literature:

With potassium hydrogencarbonate; 1,2,4-Trichlorobenzene; at 250 ℃; for 17h; Sealed tube;

Reference yield:

1,5-dihydroxynaphthalene (83-56-7) → 1,5-dihydroxy-2,6-naphthalenedicarboxylic acid (25543-68-4)

Guidance literature:

With 1,2,3-trichlorobenzene; at 220 - 230 ℃; unter Druck;

upstream raw materials:

1,5-dihydroxynaphthalene

magnesium methyl carbonate

1,2,3-trichlorobenzene

potassium hydrogencarbonate

Downstream raw materials:

di[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl] 1,5-di[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]naphthalene-2,6-dicarboxylate

1,5-diacetoxynaphthalene

Refernces

• 1、 Hattori, Tetsutaro,Iwato, Hiroaki,Natori, Koichi,Miyano, Sotaro. "Asymmetric synthesis of ternaphthalenes via an ester-mediated nucleophilic aromatic substitution reaction". . p. 881 - 887. Retrieved 2007/10/03.