1,4,5,8-Naphthalenetetracarboxylic acid

Base Information

• Chemical Name: 1,4,5,8-Naphthalenetetracarboxylic acid
• CAS No.: 128-97-2
• Molecular Formula: C14H8O8
• Molecular Weight: 304.213
• Hs Code.: 29173990
• European Community (EC) Number: 204-924-7
• NSC Number: 66207
• UNII: UNB96NX2F8
• DSSTox Substance ID: DTXSID4059592
• Nikkaji Number: J60.044J
• Wikidata: Q27291158
• ChEMBL ID: CHEMBL367553
• Mol file: 128-97-2.mol

Synonyms:1,4,5,8-naphthalenetetracarboxylic acid;1,4,5,8-naptetraCOOH;dicalcium 1,4,5,8-naphathalenetetracarboxylate pentahydrate;tetrasodium 1,4,5,8-naphthalenetetracarboxylate octahydrate

Chemical Property of 1,4,5,8-Naphthalenetetracarboxylic acid

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 7.33E-23mmHg at 25°C
• Melting Point: 180 °C
• Refractive Index: 1.765
• Boiling Point: 737.9 °C at 760 mmHg
• PKA: 1.03±0.10(Predicted)
• Flash Point: 414 °C
• PSA: 149.20000
• Density: 1.751 g/cm³
• LogP: 1.63260
• Water Solubility.: Soluble in water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 304.02191721
• Heavy Atom Count: 22
• Complexity: 423

Purity/Quality:

99% ^*data from raw suppliers

Naphthalene-1,4,5,8-tetracarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=CC=C(C2=C1C(=O)O)C(=O)O)C(=O)O)C(=O)O
• Uses: 1,4,5,8-Naphthalenetetracarboxylic acid is a carboxylic acid organic compound and can be used as an intermediate for dyes, pigments, resins, etc.

Technology Process of 1,4,5,8-Naphthalenetetracarboxylic acid

There total 51 articles about 1,4,5,8-Naphthalenetetracarboxylic 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: 91.0%

cyclopenta[fg]acenaphthylene-1,2,5,6-tetraone (157100-92-0) → naphthalene-1,4,5,8-tetracarboxylic acid (128-97-2)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In 1,4-dioxane; water; at 60 ℃; for 2h; Reagent/catalyst;

Reference yield:

1,2-dihydro-cyclopenta[cd]phenalene-5,7-dione (76662-39-0) + nitric acid (7697-37-2,78989-43-2) → 1,2,3,4-benzenetetracaboxylic acid (476-73-3) + naphthalene-1,4,5,8-tetracarboxylic acid (128-97-2)

Guidance literature:

at 150 ℃; im Rohr;

Reference yield:

2-methyl-pyrene-1,3,6,8-tetraone (109642-72-0) → 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) + naphthalene-1,4,5,8-tetracarboxylic acid (128-97-2)

Guidance literature:

With sulfuric acid; nitric acid;

upstream raw materials:

pyrene

1,2-dihydro-cyclopenta[cd]phenalen-5-one

4-oxo-4H-phenalene-1,9-dicarboxylic acid

1,3,6,8-tetrabromopyrene

Downstream raw materials:

naphthalene

carbon dioxide

1,4,5,8-naphthalenetetracarboxylic dianhydride

monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid

Refernces

• 1、 Bukharkina, Tatiana V.,Grechishkina, Olga S.,Digurov, Nikolai G.,Kon'kov, Ivan I.. "Catalytic oxidation of acenaphthene and its derivatives in acetic acid". . p. 394 - 400. Retrieved 2002.
• 2、 Gl?cklhofer, Florian,Mezzavilla, Stefano,Taublaender, M. Josef,Thiele, Sophia,Unterlass, Miriam M.. "Hydrothermal Generation of Conjugated Polymers Using the Example of Pyrrone Polymers and Polybenzimidazoles". supporting information. p. 15050 - 15060. Retrieved 2020/05/18.