31996-10-8

Basic information

• Product Name: Tetramethyl 1,4,5,8-naphthalenetetracarboxylate
• Synonyms: TETRAMETHYL 1,4,5,8-NAPHTHALENETETRACARBOXYLATE;1,4,5,8-Naphthalenetetracarboxylic acid tetramethyl ester;tetramethyl naphthalene-1,4,5,8-tetracarboxylate
• CAS NO: 31996-10-8
• Molecular Formula: C18H16O8
• Molecular Weight: 360.31
• Mol File: 31996-10-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 200-203 °C
• Boiling Point: 508.9 °C at 760 mmHg
• Flash Point: 224.5 °C
• Appearance: /
• Density: 1.309
• Vapor Pressure: 1.78E-10mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: Tetramethyl 1,4,5,8-naphthalenetetracarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Tetramethyl 1,4,5,8-naphthalenetetracarboxylate(31996-10-8)
• EPA Substance Registry System: Tetramethyl 1,4,5,8-naphthalenetetracarboxylate(31996-10-8)

Safety Data

• Hazardous Substances Data: 31996-10-8(Hazardous Substances Data)

Usage

General Description

Tetramethyl 1,4,5,8-naphthalenetetracarboxylate is a chemical compound with the molecular formula C20H16O8. It is a tetraester derivative of naphthalenetetracarboxylic acid, containing four methyl groups attached to the naphthalene ring. This organic compound is commonly used as a precursor in the synthesis of various organic materials, such as dyes, pigments, and pharmaceuticals. It is also used as a reagent in organic chemistry reactions, and due to its high thermal stability, it can be used as a flame retardant in some applications. Additionally, it has potential applications in the field of organic electronics and photovoltaics due to its electron-accepting properties and good film-forming ability.

InChI:InChI=1/C18H16O8/c1-23-15(19)9-5-6-11(17(21)25-3)14-12(18(22)26-4)8-7-10(13(9)14)16(20)24-2/h5-8H,1-4H3

Upstream product

• 128-97-2 naphthalene-1,4,5,8-tetracarboxylic acid 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 37686-24-1 naphthalene-1,4,5,8-tetracarbonyl tetrachloride 
• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 

Downstream Products

• 80293-92-1 tetraethyl 1,3,6,8-tetrahydropyrene-2,2,7,7-tetracarboxylate 

Relevant articles and documents

Molecular design using electrostatic interactions. Part 4: Synthesis and properties of flexible tetrapodand tetracations derived from naphthalene. Role of structured water in the electrostatic binding of polyanion guests: A model for interactions in biological systems

The 1,4,5,8-tetracations 5 and 11 have been prepared from 1,4,5,8-tetrakis(bromomethyl)naphthalene and 1,4,5,8-tetrakis(bromomethyl)-2,3,6,7-tetramethylnaphthalene, respectively by treatment with DABCO in acetonitrile. Their interactions with the benzene-1,2,4,5-tetracarboxylate and naphthalene-1,4,5,8-tetracarboxylate tetraanions in water were investigated by 1H NMR titration and both tetracations were found to have greater binding affinity to the benzene tetracarboxylate. Both also gave precipitates with ferricyanide but only the naphthalene tetracation 5 gave a precipitate with ferrocyanide. The X-ray structure of the crystalline ferricyanide tetracation 14 from tetramethylnaphthalene showed the methylDABCO cationic arms to be alternately above and below the naphthalene ring, which was itself distorted from the plane. The bound water in the non-charge-matched complex 14 appears to have a more intimate role in the crystal structure than does the bound water in the charge-matched ferricyanide 15 derived from 2,4,6-tris(DABCO-N-methyl)mesitylene tribromide which we reported previously. An analogy with interactions in biological receptors is made.

A versatile colorimetric chemosensor for anion detection with phosphonium derivative

-

A New Synthesis of 1,4,5,8-Tetramethylnaphthalene

A convenient four-step preparation of 1,4,5,8-tetramethylnaphthalene from commercially available 1,4,5,8-naphthalenetetracarboxylic acid is presented.