5744-03-6

Basic information

• Product Name: PERHYDROFLUORENE
• Synonyms: PERHYDROFLUORENE;1H-fluorene,dodecahydro-;Dodecahydro-1H-fluorene;dodecahydro-fluoranthene;Fluorene, dodecahydro-;fluorene,dodecahydro-;DODECAHYDROFLUORENE;1,2,3,4,4a,4b,5,6,7,8,8a,9a-Dodecahydro-9H-fluorene
• CAS NO: 5744-03-6
• Molecular Formula: C₁₃H₂₂
• Molecular Weight: 178.31
• EINECS: 227-268-3
• Mol File: 5744-03-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 15°C(lit.)
• Boiling Point: 253 °C(lit.)
• Flash Point: 148 °F
• Appearance: /
• Density: 0.92 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0291mmHg at 25°C
• Refractive Index: n20/D 1.501(lit.)
• CAS DataBase Reference: PERHYDROFLUORENE(CAS DataBase Reference)
• NIST Chemistry Reference: PERHYDROFLUORENE(5744-03-6)
• EPA Substance Registry System: PERHYDROFLUORENE(5744-03-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 5744-03-6(Hazardous Substances Data)

Usage

Uses

Perhydrofluorene (Dodecahydrofluorene) was used as a hydrogen storage compound.

General Description

The thermal decomposition of perhydrofluorene (dodecahydrofluorene) was studied to determine the formation of aromatics from naphthenes.

InChI:InChI=1/C13H22/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)12/h10-13H,1-9H2

Upstream product

• 86-73-7 9H-fluorene 
• 153-78-6 2-aminofluorene 
• 67-63-0 isopropyl alcohol 
• 149835-68-7 octahydrofluorenyllithium 
• 620-92-8 bis-(4-hydroxyphenyl)methane 
• 25603-67-2 9-phenyl-fluoren-9-ol 
• 110-82-7 cyclohexane 
• 37819-60-6 fluorene 

Downstream Products

• 707-35-7 1,3,5-trimethyladamantane 
• 1333-74-0 hydrogen 
• 86-73-7 9H-fluorene 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 1133-80-8 2-bromo-9H-fluorene 

Relevant articles and documents

Access to Derivatizable Octahydrofluorenyl Ligand: Half-Sandwich Rare-Earth Metal Complexes for Highly Syndiospecific (Co)Polymerization of Styrene

A simple and facile synthetic pathway for accessing new derivatizable bulky-demanding octahydrofluorenyl (OHF) ligands has been developed, and a series of half-sandwich rare-earth metal (Sc, Y, Lu) complexes bearing the OHF ancillary ligands have been synthesized. In conjunction with a borate, the OHF-ligated Sc complexes exhibited high catalytic activity for styrene (co)polymerization to afford polymers with highly syndiotactic polystyrene sequence (>99% rrrr).

Titanium(III)-Oxo Clusters in a Metal-Organic Framework Support Single-Site Co(II)-Hydride Catalysts for Arene Hydrogenation

Titania (TiO2) is widely used in the chemical industry as an efficacious catalyst support, benefiting from its unique strong metal-support interaction. Many proposals have been made to rationalize this effect at the macroscopic level, yet the underlying molecular mechanism is not understood due to the presence of multiple catalytic species on the TiO2 surface. This challenge can be addressed with metal-organic frameworks (MOFs) featuring well-defined metal oxo/hydroxo clusters for supporting single-site catalysts. Herein we report that the Ti8(μ2-O)8(μ2-OH)4 node of the Ti-BDC MOF (MIL-125) provides a single-site model of the classical TiO2 support to enable CoII-hydride-catalyzed arene hydrogenation. The catalytic activity of the supported CoII-hydride is strongly dependent on the reduction of the Ti-oxo cluster, definitively proving the pivotal role of TiIII in the performance of the supported catalyst. This work thus provides a molecularly precise model of Ti-oxo clusters for understating the strong metal-support interaction of TiO2-supported heterogeneous catalysts.

Acenaphthene and fluorene hydrogenation on industrial aluminum oxide catalysts in a flow system

Hydrogenation of the tricyclic aromatic hydrocarbons acenaphthene and fluorene on industrial aluminum oxide catalysts in a flow system has been studied. It has been found that total these hydrocarbons are exhaustively hydrogenated in the presence of a nickel-chromium catalyst at 200°C and a pressure of 100 atm to give isomer mixtures of the corresponding perhydroaromatic hydrocarbons decahydroacenaphthene and dodecahydrofluorene. The liquid products obtained can be of interest as components of hydrocarbon fuels with increased density. Certain conformational features of the stereoisomers obtained have been considered. It has been assumed that some spatial isomers of decahydroacenaphthene have six-membered rings in the boat conformation.