1,4,5,8-Naphthalenetetracarboxylic dianhydride

Base Information

• Chemical Name: 1,4,5,8-Naphthalenetetracarboxylic dianhydride
• CAS No.: 81-30-1
• Deprecated CAS: 4052-78-2,1185756-13-1,2221028-26-6,1185756-13-1
• Molecular Formula: C14H4O6
• Molecular Weight: 268.182
• Hs Code.: 29173990
• European Community (EC) Number: 201-342-5
• NSC Number: 84241
• UNII: L56XQD1V6Y
• DSSTox Substance ID: DTXSID4052554
• Nikkaji Number: J8F
• Wikipedia: Naphthalenetetracarboxylic_dianhydride
• Mol file: 81-30-1.mol

Synonyms:1,4,5,8-naphthalenetetracarboxylic 1,8:4,5 dianhydride;naphthalenetetracarboxylic dianhydride;NTA dianhydride

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

Chemical Property:

• Vapor Pressure: 3.73E-15mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.781
• Boiling Point: 617 °C at 760 mmHg
• Flash Point: 280.4 °C
• PSA: 86.74000
• Density: 1.79 g/cm³
• LogP: 1.46100
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 268.00078784
• Heavy Atom Count: 20
• Complexity: 446

Purity/Quality:

98% ^*data from raw suppliers

1,4,5,8-Naphthalenetetracarboxylic dianhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=CC=C4C3=C1C(=O)OC4=O)C(=O)OC2=O
• Uses: 1,4,5,8-Naphthalenetetracarboxylic Dianhydride is used as a reagent in the preparation of novel fluorescent markers for hypoxic cells of naphthalimides with two heterocyclic side chains for bioreductive binding. NTCDA can be used in the fabrication of a variety of devices such as fuel cells, thin film transistors (OTFTs), lithium ion batteries, and organic photovoltaics (OPV).

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

There total 23 articles about 1,4,5,8-Naphthalenetetracarboxylic dianhydride 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%

monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid (52671-72-4) → 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1)

Guidance literature:

In N,N-dimethyl acetamide; toluene; at 10 - 111 ℃; Inert atmosphere;

DOI:10.1039/d1tc00564b

Reference yield: 91.4%

1,2,3,6,7,8-hexahydropyrene-1,3,6,8-tetraone (35147-76-3) → 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1)

Guidance literature:

With potassium hydroxide; potassium hypochlorite; at 90 ℃; for 1h;

Reference yield: 56.0%

1,3,6-pyrenetrione (102117-67-9) → 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1)

Guidance literature:

With potassium hydroxide; potassium hypochlorite; 1.)40 deg C, 30 min 2.)to 80 deg C, over 4 h;

upstream raw materials:

1,3,6,8-tetrachloropyrene

1,3,6,8-tetrabromopyrene

2-methyl-pyrene-1,3,6,8-tetraone

2-bromo-7-methyl-pyrene-1,3,6,8-tetraone

Downstream raw materials:

PiB

2,9-dimethylpyrene

N,N’-bis(4-pyridylmethyl)-1,4,5,8-naphthalenetetra-carboxydiimide

1,4,5,8-naphthalenetetracaraboxylic dianhydride

Refernces

• 1、 Blackburn, Anthony C.,Fitzgerald, Lawrence J.,Gerkin, Roger E.. "1,4,5,8-Naphthalenetetracarboxylic acid cyclic 1,8-anhydride bis(dimethyl sulfoxide) solvate and 1,4,5,8-naphthalene-tetracarboxylic 1,8:4,5-dianhydride". . p. 1991 - 1995. Retrieved 1997.
• 2、 -. "METHOD FOR PRODUCING CARBOXYLIC ACID ANHYDRIDE, METHOD FOR PRODUCING CARBOXYLIC IMIDE, AND METHOD FOR MANUFACTURING ELECTROPHOTOGRAPHIC PHOTOSENSITIVE MEMBER". Paragraph 0110. . Retrieved 2017/01/19.