3883-86-1

Basic information

• Product Name: 4H,4'H-OCTAFLUOROBIPHENYL
• Synonyms: 2,2',3,3',5,5',6,6'-OCTAFLUOROBIPHENYL;4H,4'H-OCTAFLUOROBIPHENYL;4H,4H'-OCTAFLUOROBIPHENYL;OCTAFLUOROBIPHENYL;2,2’,3,3’,5,5’,6,6’-octafluoro-1’-biphenyl;4,4-Dihydrooctafluorobiphenyl;2,2',3,3',5,5',6,6'-octafluoro-1,1'-biphenyl;4H,4H'-OCTAFLUOROBIPHENYL 97%
• CAS NO: 3883-86-1
• Molecular Formula: C₁₂H₂F₈
• Molecular Weight: 298.13
• EINECS: 223-418-7
• Product Categories: Aryl;C9 to C12;Halogenated Hydrocarbons;Aryl Fluorinated Building Blocks;Building Blocks;C8-C12;C9 to C12;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 3883-86-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 84-86 °C(lit.)
• Boiling Point: 222.4 °C at 760 mmHg
• Flash Point: 73.9 °C
• Appearance: /
• Density: 1.582 g/cm³
• CAS DataBase Reference: 4H,4'H-OCTAFLUOROBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4H,4'H-OCTAFLUOROBIPHENYL(3883-86-1)
• EPA Substance Registry System: 4H,4'H-OCTAFLUOROBIPHENYL(3883-86-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 3152 9/PG 2
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3883-86-1(Hazardous Substances Data)

Usage

Description

4H,4'H-OCTAFLUOROBIPHENYL, also known as 4H,4H''-Octafluorobiphenyl (CAS# 3883-86-1), is a chemical compound characterized by its unique structure and properties. It is a derivative of biphenyl with eight fluorine atoms, which contribute to its distinct chemical and physical characteristics.

Uses

Used in Electronic and Optoelectronic Components:
4H,4'H-OCTAFLUOROBIPHENYL is used as a component in the manufacturing of electronic and optoelectronic devices due to its specific properties that make it suitable for these applications. Its fluorine content and molecular structure provide enhanced stability and performance in these high-tech components.
Used in Ink Spreading Compounds for Coatings:
In the printing industry, 4H,4'H-OCTAFLUOROBIPHENYL is used as an additive in ink spreading compounds for coatings, particularly for ink jet transparencies. Its incorporation into these compounds improves the ink's spreading and adhesion properties, resulting in better print quality and more consistent color reproduction.
Used for Improved Toner Flow:
4H,4'H-OCTAFLUOROBIPHENYL is also utilized in the toner industry to enhance the flow properties of toner particles. By adding this compound to the toner formulation, it can improve the toner's流动性 (flowability), ensuring a smoother and more consistent printing process. This is particularly important in high-speed printing applications where toner flow can significantly impact the overall performance and quality of the printed material.

Upstream product

• 10386-84-2 4,4'-dibromo-2,3,5,6,2',3',5',6'-octafluoro-1,1'-biphenyl 
• 5243-24-3 3-iodo-1,2,4,5-tetrafluorobenzene 
• 92-52-4 biphenyl 
• 2200-68-2 perfluoro-(4,4'-byphenyldiyl)-dihydrazine 
• 392-57-4 1,4-diiodo-2,3,5,6-tetrafluorobenzene 
• 434-90-2 decafluorobiphenyl 
• 95-94-3 1,2,4,5-tetrachlorobenzene 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 511295-01-5 2,3,5,6-tetrafluorophenyl(dihydroxy)borane 
• 1073339-11-3 4,4,5,5-tetramethyl-2-(2,3,5,6-tetrafluorophenyl)-1,3,2-dioxaborolane 

Downstream Products

• 5216-23-9 2,2',3,3',5,5',6,6'-octafluoro-[1,1'-biphenyl]-4,4'-dicarboxylic acid 
• 1927-89-5 4,4'-bis(pentafluorophenylmercapto)-octafluorobiphenyl 
• 142781-24-6 {Ni(PCH₃(C₆H₅)2)2}2(C₆F₄C₆F₄)(C₆F₄C₆F₄H)2 
• 142781-21-3 Ni(PCH₃(C₆H₅)2)2(C₆F₄C₆F₄H)Br 
• 142781-23-5 {Ni(PCH₃(C₆H₅)2)2}2(C₆F₄C₆F₄)Br₂ 
• 142781-22-4 Ni(PCH₃(C₆H₅)2)2(C₆F₄C₆F₄H)2 
• 27127-02-2 (C₆H₅)3SnSC₆F₄C₆F₄SSn(C₆H₅)3 

Relevant articles and documents

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.

Diazaphospholene-Catalyzed Hydrodefluorination of Polyfluoroarenes with Phenylsilane via Concerted Nucleophilic Aromatic Substitution

The metal-free catalytic C-F bond activation of polyfluoroarenes was achieved with diazaphospholene as the catalyst and phenylsilane as the terminal reductant. Density functional theory calculations suggested a concerted nucleophilic aromatic substitution mechanism.

Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4

Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.

Hydrodefluorination of functionalized fluoroaromatics with triethylphosphine: A theoretical and experimental study

Recently we reported the metal free hydrodefluorination of selected fluoroaromatics using triethylphosphine as the sole defluorinating agent. That prompted us to evaluate the mechanistic proposal and in the light of these results, along with new experimental evidence, we have now modified the initial proposal. The new mechanism avoids the highly energetic β-elimination step of roughly 71 kcal mol-1 for hexafluorobenzene and pentafluoropyridine at 393.15 K, invoking the participation of water. The use of D2O confirmed the role of water as the hydrogen source, yielding the corresponding deutero-defluorinated products; DFT calculations agree with this new proposed mechanism. We also report herein the use of this one-pot hydrodefluorination method applied to a broader number of fluoroaromatic derivatives; some of them allowed the collection of key mechanistic evidence.