21846-26-4

Basic information

• Product Name: 2,9-DIMETHYLFLUORENE
• Synonyms: 2,9-DIMETHYLFLUORENE
• CAS NO: 21846-26-4
• Molecular Formula: C15H14
• Molecular Weight: 0
• Mol File: 21846-26-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 316.1°C at 760 mmHg
• Flash Point: 150.5°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.000776mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 2,9-DIMETHYLFLUORENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-DIMETHYLFLUORENE(21846-26-4)
• EPA Substance Registry System: 2,9-DIMETHYLFLUORENE(21846-26-4)

Safety Data

• Hazardous Substances Data: 21846-26-4(Hazardous Substances Data)

Usage

Chemical structure

2,9-Dimethylfluorene is a polycyclic aromatic hydrocarbon with a fluorene core and two methyl groups attached at the 2 and 9 positions.

Physical form

It is a colorless to pale yellow crystalline solid.

Solubility

It is insoluble in water but soluble in organic solvents.

Uses

It is primarily used as a building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and materials.

Electronic and optical properties

2,9-Dimethylfluorene has unique electronic and optical properties, making it a potential component in organic electronic devices and a fluorescent probe in biological imaging.

Safety concerns

Its use is limited by its potential carcinogenic and toxic effects, and caution should be exercised when handling and working with this chemical.

InChI:InChI=1/C15H14/c1-10-7-8-14-13-6-4-3-5-12(13)11(2)15(14)9-10/h3-9,11H,1-2H3

Upstream product

• 1821-23-4 1-cyclohex-1-enyl-4-methylbenzene 
• 591-17-3 meta-bromotoluene 
• 2142-69-0 2-bromophenyl methyl ketone 
• 1430-97-3 2-methyl-9H-fluorene 
• 124-41-4 sodium methylate 
• 101088-62-4 1-(2-p-tolyl-cyclohex-1-enyl)-ethanone 
• 108170-38-3 7,9-dimethyl-1,2,3,4,4a,9a-hexahydro-fluorene 

Relevant articles and documents

Au-catalyzed biaryl coupling to generate 5- to 9-membered rings: Turnover-limiting reductive elimination versus π-complexation

The intramolecular gold-catalyzed arylation of arenes by aryl-trimethylsilanes has been investigated from both mechanistic and preparative aspects. The reaction generates 5- to 9-membered rings, and of the 44 examples studied, 10 include a heteroatom (N, O). Tethering of the arene to the arylsilane provides not only a tool to probe the impact of the conformational flexibility of Ar-Au-Ar intermediates, via systematic modulation of the length of aryl-aryl linkage, but also the ability to arylate neutral and electron-poor arenes-substrates that do not react at all in the intermolecular process. Rendering the arylation intramolecular also results in phenomenologically simpler reaction kinetics, and overall these features have facilitated a detailed study of linear free energy relationships, kinetic isotope effects, and the first quantitative experimental data on the effects of aryl electron demand and conformational freedom on the rate of reductive elimination from diaryl-gold(III) species. The turnover-limiting step for the formation of a series of fluorene derivatives is sensitive to the reactivity of the arene and changes from reductive elimination to π-complexation for arenes bearing strongly electron-withdrawing substituents (σ > 0.43). Reductive elimination is accelerated by electron-donating substituents (ρ = -2.0) on one or both rings, with the individual σ-values being additive in nature. Longer and more flexible tethers between the two aryl rings result in faster reductive elimination from Ar-Au(X)-Ar and lead to the π-complexation of the arene by Ar-AuX2 becoming the turnover-limiting step.

Study on the reactivity of diarylmethane derivatives in supercritical alcohols media: Reduction of diarylmethanols and diaryl ketones to diarylmethanes using supercritical 2-propanol

We found that diarylmethanols and diaryl ketones were smoothly reduced to the corresponding diarylalkanes using supercritical 2-propanol in good yields. Furthermore, we determined the specific reaction of fluorene using supercritical methanol at high temperature.