2,6-Naphthalenedicarboxylic acid

Base Information

• Chemical Name: 2,6-Naphthalenedicarboxylic acid
• CAS No.: 1141-38-4
• Molecular Formula: C12H8O4
• Molecular Weight: 216.193
• Hs Code.: 29173990
• European Community (EC) Number: 214-527-0
• NSC Number: 96410
• UNII: K3C4DYZ29O
• DSSTox Substance ID: DTXSID5029211
• Nikkaji Number: J40.510H
• Wikipedia: 2,6-Naphthalenedicarboxylic_acid
• Wikidata: Q2725546
• Metabolomics Workbench ID: 52382
• ChEMBL ID: CHEMBL1205452
• Mol file: 1141-38-4.mol

Synonyms:2,6-naphthalenedicarboxylic acid;2,6-naphthalic acid

Chemical Property of 2,6-Naphthalenedicarboxylic acid

Chemical Property:

• Appearance/Colour: Beige powder
• Vapor Pressure: 2.03E-08mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.7080 (estimate)
• Boiling Point: 437.281 °C at 760 mmHg
• PKA: 3.69±0.30(Predicted)
• Flash Point: 232.396 °C
• PSA: 74.60000
• Density: 1.455 g/cm³
• LogP: 2.23620
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: very faint turbidity in hot Pyridine
• Water Solubility.: 3μg/L at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 216.04225873
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Naphthalenedicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)C(=O)O)C=C1C(=O)O
• Uses: A polybasic acid intended for use as components of resinous and polymeric coatings that contact food. 2,6-naphthalenedicarboxylic acid is an important product for the manufacture of high strength and excellent dyeing properties of polyester fibers and F class insulation material, is an important monomer performance PEN, PBN, liquid crystal polymer (LCP) and polyurethane resin pharmaceutical and fine chemicals raw material. 2,6-Naphthalenedicarboxylic acid (H2ndc) can be used in the formation of metal-organic coordination polymers (MOCPs) for potential applications in various fields such as adsorption, separation, and magnetism. It can also be used as a monomer in the production of polyesters. H2ndc can also be used in the synthesis of a metal-organic framework (MOF), which can further be used as a drug carrier.

Technology Process of 2,6-Naphthalenedicarboxylic acid

There total 38 articles about 2,6-Naphthalenedicarboxylic 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%

dimethyl 2,6-naphthalenedicarboxylate (840-65-3) → 2,6-Naphthalenedicarboxylic acid (1141-38-4)

Guidance literature:

dimethyl 2,6-naphthalenedicarboxylate; With sodium hydroxide; water; butan-1-ol; at 20 - 85 ℃; for 1h; Heating / reflux;

With sulfuric acid; In water; Conversion of starting material;

Reference yield: 99.41%

2.6-dimethylnaphthalene (581-42-0) → 2,6-Naphthalenedicarboxylic acid (1141-38-4) + 1,2,4-benzene tricarboxylic acid (528-44-9)

Guidance literature:

With oxygen; complex catalyst comprising 6.21 wtpercent Co, 1.58 wtpercent Mn, 3.87 wtpercent Br; In water; acetic acid; at 200 ℃; under 14711.4 Torr; Product distribution / selectivity;

Reference yield: 95.46%

2.6-dimethylnaphthalene (581-42-0) → 2,6-Naphthalenedicarboxylic acid (1141-38-4)

Guidance literature:

With oxygen; manganese; bromine; cobalt; In water; acetic acid; at 200 ℃; under 14711.4 Torr; Product distribution / selectivity;

upstream raw materials:

naphthalene-2,6-dicarbonitrile

naphthalene

isopropyl alcohol

naphthalene-2,6-dimethanol

Downstream raw materials:

dimethyl 2,6-naphthalenedicarboxylate

naphthalene

carbon dioxide

2,6-diamino-1,4,5,8-tetranitronaphthalene

Refernces

• 1、 Van Adrichem, Arjan J.,Fagerholm, Annika,Turunen, Laura,Lehto, Anna,Saarela, Jani,Koskinen, Ari,Repasky, Gretchen A.,Wennerberg, Krister. "Discovery of MINC1, a GTPase-activating protein small molecule inhibitor, targeting MgcRacGAP". . p. 3 - 17. Retrieved 2015.
• 2、 Lammert, Martin,Wharmby, Michael T.,Smolders, Simon,Bueken, Bart,Lieb, Alexandra,Lomachenko, Kirill A.,De Vos, Dirk,Stock, Norbert. "Cerium-based metal organic frameworks with UiO-66 architecture: Synthesis, properties and redox catalytic activity". . p. 12578 - 12581. Retrieved 2015.
• 3、 -. "Preparation method of dimethyl 2, 6-naphthalate". Paragraph 0113; 0115; 0118; 0120. . Retrieved 2021/06/02.
• 4、 -. "METHOD FOR PRODUCING 2,6-NAPHTHALENE DICARBOXYLIC ACID". Paragraph 0069-0071; 0073-0078; 0080-0082; 0084; 0085; 0091. . Retrieved 2019/05/15.