5121-88-0

Usage

Perfluorinated derivative

Yes

Explanation

A perfluorinated compound is one in which all available hydrogen atoms have been replaced by fluorine atoms. In 1,1'-Biphenyl, 2,2',3,3',4,5,5',6,6'-nonafluoro-, all hydrogen atoms in the biphenyl structure are replaced by fluorine atoms.

Explanation

The compound contains nine fluorine atoms attached to the phenyl rings, as indicated by the molecular formula C12H4F9.

Explanation

Due to its unique chemical and physical properties, 1,1'-Biphenyl, 2,2',3,3',4,5,5',6,6'-nonafluorois used as a starting material for the development of new fluorinated materials and polymers.

Explanation

The compound is highly resistant to heat, making it suitable for applications that require stability at elevated temperatures.

Explanation

The presence of fluorine atoms in the molecule provides a high level of resistance to chemical reactions, making it useful in environments with harsh chemicals.

Explanation

The compound is resistant to degradation, which means it can maintain its properties over a long period of time without breaking down.

Explanation

Due to its heat, chemical, and degradation resistance, 1,1'-Biphenyl, 2,2',3,3',4,5,5',6,6'-nonafluorois useful in a wide range of industrial applications.

Explanation

The fluorinated nature of the compound gives it unique electrical properties, which can be exploited in the development of advanced materials and devices.

Explanation

The presence of fluorine atoms in the molecule results in unique surface properties, such as low surface energy and non-stick characteristics, making it useful in the production of coatings and other surface-related applications.

Number of fluorine atoms

9

Application

Precursor in the synthesis of novel fluorinated materials and polymers

Heat resistance

High

Chemical resistance

High

Degradation resistance

High

Industrial applications

Various

Electrical properties

Unique

Surface properties

Unique

Upstream product

• 363-72-4 Pentafluorobenzene 
• 2729-11-5 tris(pentafluorophenyl)phosphine oxide 
• 1076-44-4 pentafluorophenyl lithium 
• 434-90-2 decafluorobiphenyl 

Relevant academic research and scientific papers

Hydrodefluorination of Fluoroarenes Using Hydrogen Transfer Catalysts with a Bifunctional Iridium/NH Moiety

The hydrodefluorination of fluoroarenes with transfer hydrogenation catalysts using 2-propanol or potassium formate is described. With the aid of metal/NH cooperation, the C-N chelating Ir complexes derived from benzylic amines can efficiently promote the reduction involving the C-F bond cleavage under ambient conditions even in the absence of hydrosilanes or H2 gas, leading to the partially fluorinated products in good yields and with high selectivity.

Competition of Nucleophilic Aromatic Substitution, σ-Bond Metathesis, and syn Hydrometalation in Titanium(III)-Catalyzed Hydrodefluorination of Arenes

Several functionalized and non-functionalized perfluoroarenes were catalytically transformed into their para-hydrodefluorinated products by using catalytic amounts of titanocene difluoride and stoichiometric amounts diphenylsilane. Turnover numbers of up to 93 were observed. Solution density functional theory calculations at the M06-2X/TZ(PCM)//M06-2X/TZ(PCM) level of theory provided insight into the mechanism of TiIII-catalyzed aromatic hydrodefluorination. Two different substrate approaches, with a Ti–F interaction (pathway A) and without a Ti–F interaction (pathway B), are possible. Pathway A leads to a σ-bond metathesis transition state, whereas pathway B proceeds by means of a two-step mechanism through a syn-hydrometalation intermediate or through a Meisenheimer intermediate. Both pathways are competitive over a broad range of substrates.

Zirconocene dichloride catalyzed hydrodefluorination of C sp 2-F bonds

A two-metal job: Four-coordinate aluminum dihydrides such as 1 are reported as terminal reductants for the selective title reaction. The heterobimetallic complex 2 has been isolated and shown to be catalytically competent. Copyright

Reductive dehalogenation of polyfluoroarenes by zinc in aqueous ammonia

Aqueous ammonia has been found to be a good and versatile medium for the highly selective hydrodehalogenation of polyfluoroarenes by zinc under unprecedentedly mild conditions. The reduction of pentafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzyl alcohol, pentafluorobenzamide, pentafluoropyridine, heptafluoro-2-naphthoic acid, 1,3,4,5,7,8-hexafluoro-2-naphthoic acid, octafluoronaphthalene, octafluorotoluene, decafluorobiphenyl, chloropentafluorobenzene and 4-chlorotetrafluorobenzoic acid give products derived from the removal of one or two halogen atoms. A reduction mechanism, proceeding through electron capture to give a radical anion and then fragmentation of the latter, has been suggested. The observed high selectivity of the process suggests a radical anion formed by direct electron transfer from zinc to substrate. The dehalogenation regioselectivity is basically in accordance with that expected for radical anion fragmentation.

REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA IV.* THE NUCLEOPHILIC AND PROTOPHILIC ACTIVITY OF METHOXIDE AND HYDROXIDE IONS IN REACTIONS WITH POLYFLUORINATED AROMATIC COMPOUNDS

In the reaction of polyfluorinated derivatives of benzene with potassium methoxide in liquid ammonia a fluorine atom is substituted by a methoxy group.With potassium hydroxide reactions involving removal of a proton from a ring carbon atom take place preferentially.The possibility of polyfluoroarylation and methylation catalyzed by potassium hydroxide in polyfluorinated aromatic compounds, based on capture of the polyflurinated aryl anion by the electrophile, was demonstrated.