Octafluoronaphthalene

Base Information

• Chemical Name: Octafluoronaphthalene
• CAS No.: 313-72-4
• Molecular Formula: C10F8
• Molecular Weight: 272.097
• Hs Code.: 29039990
• European Community (EC) Number: 206-239-9
• DSSTox Substance ID: DTXSID60185221
• Nikkaji Number: J95.346F
• Wikidata: Q56702336
• Mol file: 313-72-4.mol

Synonyms:1,2,3,4,5,6,7,8-fluoronaphthalene;octafluoronaphthalene

Chemical Property of Octafluoronaphthalene

Chemical Property:

• Appearance/Colour: White crystal or needle
• Vapor Pressure: 0.0687mmHg at 25°C
• Melting Point: 85-90 °C
• Refractive Index: 1.367
• Boiling Point: 237.5 °C at 760 mmHg
• Flash Point: 74.3 °C
• PSA: 0.00000
• Density: 1.73 g/cm³
• LogP: 3.95260
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water. Solubility in toluene, almost transparent.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 271.98722530
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Octafluoronaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,Xn,F
• Hazard Codes: Xi,N,Xn,F
• Statements: 36/37/38-67-65-62-51/53-48/20-11
• Safety Statements: 26-36-62-61-36/37-33-29-16-9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C12=C(C(=C(C(=C1F)F)F)F)C(=C(C(=C2F)F)F)F
• Uses: It is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of Octafluoronaphthalene

There total 17 articles about Octafluoronaphthalene 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: 94.0%

octadecafluorodecahydronaphthalene (cis+trans) (306-94-5) + C24H23N3NiO2 → octafluoronaphthalene (313-72-4) + C24H22FN3NiO2

Guidance literature:

In tetrahydrofuran-d8; at 20 ℃; for 72h;

DOI:10.1039/c5cc08950f

Reference yield: 85.0%

octachloronaphthalene (2234-13-1) → octafluoronaphthalene (313-72-4)

Guidance literature:

With sulfolane; potassium fluoride; at 130 - 250 ℃; for 5h;

Reference yield: 62.0%

octadecafluorodecahydronaphthalene (cis+trans) (306-94-5) → octafluoronaphthalene (313-72-4)

Guidance literature:

With benzophenone; sodium; In tetrahydrofuran; for 1.5h; -70 deg C to rt;

DOI:10.1021/jo00036a019

upstream raw materials:

octadecafluorodecahydronaphthalene (cis+trans)

Dichlorofluoromethane

1,1-dichloroperfluoroindan

octafluoroindene

Downstream raw materials:

3,4,5,6-tetrafluorophthalic acid

octadecafluorodecahydronaphthalene (cis+trans)

1,3,4,5,6,7,8-heptafluoro-2-naphthol

(1,3,4,5,6,7,8-heptafluoronaphthalen-2-yl)hydrazine

Refernces

OCTAKIS(ARYLOXY)NAPHTHALENES: A NEW CLASS OF HOST MOLECULE.

10.1016/S0040-4039(00)76198-3

The research focuses on the synthesis and structural analysis of octakis(aryloxy)naphthalenes, a novel class of molecules with oxygen atoms attached to each available position of the aromatic binuclear skeleton. The purpose of the study was to prepare these compounds from octafluoronaphthalene using DMEU-promoted complete nucleophilic substitution, a method previously employed for benzene-based systems. The reactions were carried out at approximately 90°C over several weeks, yielding products with varying efficiencies ranging from 55-85%. The chemicals used in the process include octafluoronaphthalene, sodium phenoxide, and DMEU (dimethoxyethane) as the promoter. The conclusions drawn from the study include the successful synthesis of the parent compound with an 85% yield and the characterization of its properties, as well as the discovery of a unique empty-cage clathrate structure for octakis(m-tolylthio)naphthalene and the elucidation of the host-guest packing in the acetone inclusion compound of octakis(β-naphthyloxy)naphthalene.