Fluoren-9-on
9H-FLUOREN-9-ONE · FLUORENONE · FLUOREN-9-ONE · 9-FLUORENON · 9H-fluorene-9-one · uorenone · 9-FLUORENONE · Dluoren-9-one
Identifikatoren & physikalische Daten
| CAS No. | 486-25-9 |
|---|---|
| Summenformel | C13H8O |
| Durchschnittliche Molmasse | 180,2 g/mol |
| Monoisotopische Masse | 180,05751487 g/mol |
| SMILES | O=C1c2ccccc2-c2ccccc21 |
| InChIKey | YLQWCDOCJODRMT-UHFFFAOYSA-N |
| PubChem CID | 10241 |
| ChEMBL | CHEMBL571655 |
| ChEBI | CHEBI:17922 |
| EC No. | 207-630-7 |
| DTXSID | DTXSID6049307 |
| Lokaler Name | Fluoren-9-on |
Chemische & physikalische Eigenschaften
| XLogP | 3,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 222 |
| Schmelzpunkt | 80-83 °C (lit.) |
| Siedepunkt | 342 °C (lit.) |
| Dichte | 0,9 g/cm3 |
| Dampfdruck | 0.005-0.2Pa at 20-50℃ |
| Brechungsindex | 1.6309 (estimate) |
| Flammpunkt | 163 °C |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly)insoluble |
| Aggregatzustand | Crystalline Powder or Flakes |
| Farbe | Yellow |
| BRN | 1636531 |
| Henry-Konstante | 6.4×100 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H |
| InChIKey | YLQWCDOCJODRMT-UHFFFAOYSA-N |
| SMILES | O=C1c2ccccc2-c3ccccc13 |
| LogP (Verteilungskoeffizient) | 3.25 at 25℃ and pH7.7 |
| CAS Datenbank | 486-25-9(CAS DataBase Reference) |
| NIST chemische Informationen | 9H-Fluoren-9-one(486-25-9) |
| EPA chemische Informationen | 9-Fluorenone (486-25-9) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29143900 |
| RTECS-Nr. | LL8925000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | LD50 orally in Rabbit: > 3900 mg/kg |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 24/25-36/37/39-27-26 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 486-25-9(Hazardous Substances Data) |
| Gefahrenklasse | Aquatic Chronic 2Eye Irrit. 2 |
| Selbstentzündungstemperatur | 608 °C |
Anwendungen & Verwendung
Beschreibung
9-fluorenone is an important intermediate for organic synthesis. It can be used to manufacture a variety of fine chemicals, mainly used as a modifier for the production of polymer materials, bisphenol fluorene, fluorenyl benzoxazine resin, acrylic resin, polyester, polycarbonate and epoxy resin. In the laboratory, fluorene was used as the raw material, dimethyl sulfoxide as the solvent, sodium hydroxide as the catalyst and oxygen as the oxidant. The oxidizing reaction was carried out by a tower packing reactor. The reaction solution was cooled and filtered to obtain a crude fluorenone. The content of crude fluorenone is 93%. We can recover 94% of the solvent and part of the crude fluorenone through distillation of the filtrate. The crude fluorenone is purified by directional crystallization to obtain yellow flaky fluorenone that have a purity of 99.8% or more.
Verwenden
9-Fluorenone is used in the preparation of antimalarial drugs. It is a fluorene derivative. Further, it is used in functional polymer and in dyes.
Herstellung & Synthese
synthetische
Fluorenone can be produced by catalytic oxidation of fluorene, or of fluorene fractions in the presence of a quarternary ammonium salt, or by catalytic oxidative cracking (oxicracking) of a suitable aromatic.