2708-97-6

Basic information

• Product Name: 1,2-DIIODOTETRAFLUOROBENZENE
• Synonyms: 1,2-DIIODOTETRAFLUOROBENZENE;1,2,3,4-tetrafluoro-5,6-diiodobenzene;1,2-Diiodotetrafluorobenzene 99%;1,2-Diiodotetrafluorobenzene99%;1 2-DIIODOTERAFLUOROBENZENE;1,2-Diiodo-3,4,5,6-tetrafluorobenzene;Tetrafluoro-1,2-phenylene diiodide;1,2-Diiodo-3,4,5,6-tetrafluorobenzene, Perfluoro-1,2-diiodobenzene
• CAS NO: 2708-97-6
• Molecular Formula: C₆F₄I₂
• Molecular Weight: 401.87
• EINECS: 220-303-3
• Product Categories: Aryl;C6;Halogenated Hydrocarbons
• Mol File: 2708-97-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 49-50 °C(lit.)
• Boiling Point: 232.6 °C at 760 mmHg
• Flash Point: 93.2 °C
• Appearance: white to off-white powder, crystals crystalline powder and/or chunks
• Density: 2.671 g/cm³
• Vapor Pressure: 0.089mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 1,2-DIIODOTETRAFLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIIODOTETRAFLUOROBENZENE(2708-97-6)
• EPA Substance Registry System: 1,2-DIIODOTETRAFLUOROBENZENE(2708-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2708-97-6(Hazardous Substances Data)

Usage

Uses

1,2,3,4-Tetrafluoro-5,6-diiodobenzene is used in perfluorinated graded index polymer optical fiber as a dopant.

General Description

1,2-Diiodotetrafluorobenzene on treatment with methyl lithium at -78/dg, affords dilithiotetrafluorobenzene. 1,2-Diiodotetrafluorobenzene (1,2-DITFB) forms co-crystals with nitroxide 1,1,3,3-tetramethylisoindolin-2-yloxyl (TMIO), a 2:2 cyclic tetramer, (TMIO)2·(1,2-DITFB)2.

InChI:InChI=1/C6F4I2/c7-1-2(8)4(10)6(12)5(11)3(1)9

Upstream product

• 551-62-2 1,2,3,4-tetrafluorobenzene 
• 7664-93-9 sulfuric acid 
• 7446-11-9 sulfur trioxide 
• 7553-56-2 iodine 
• 715-30-0 1-chloro-2,3,4,5-tetrafluoro-6-trifluoromethyl-benzene 
• 769-37-9 1-chloro-2,3,4,5-tetrafluorobenzene 
• 1765-42-0 2-amino-3,4,5,6-tetrafluorobenzoic acid 

Downstream Products

• 16259-99-7 perfluoroselenanthrene 
• 17051-14-8 dodecafluorotriphenylene 
• 13628-92-7 Octafluorbiphenylen 
• 16012-83-2 octafluorothianthrene 
• 16012-85-4 Octafluordibenzoselenophen 
• 20550-48-5 Pentakis(trifluormethyl)-cyclopentaarsan 
• 420-42-8 tristrifluoromethylarsine 
• 59807-79-3 dodecafluoro-5,10-o-benzenoarsanthrene 
• 1047668-38-1 2,3-dihydro-5,6,7,8-tetrafluoro-4,9-diphenyl-1H-cyclopenta[b]naphthalene 
• 1614262-00-8 C₂₄H₁₃F₄IO₂ 

Relevant articles and documents

Chalice-Type Tridentate Silicon Lewis Acids of C3 Symmetry in a Single Step Starting from Hexadehydrotribenzo[12]annulene

Tridentate Lewis acids with aligned functions were synthesized based on the rigid framework hexadehydrotribenzo[12]annulene. The backbone and its fluorinated analogue were synthesised in one-pot syntheses, with alkyne deprotection and Sonogashira cross coupling reaction being carried out in one step. Hydrosilylation of the annulene with chlorohydrosilanes proceeded highly selectively and afforded rigid poly-Lewis acids with three SiCl3 or SiCl2Me substituents perfectly oriented to one side of the molecule in a single step. The progress of hydrosilylation was investigated by time-correlated NMR spectroscopic studies. The crystal structures show that the framework is symmetrically functionalised and the silyl substituents are aligned in one direction. To increase the acidity of the Lewis acids the chlorosilyl substituents were fluorinated with SbF3. Further investigation of hydrometallation reactions (M=B, Al, Ga, Sn) did not lead to corresponding structures.

Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine: 6. * Reactions of halogenotetrafluorobenzenes RC6F4X (X = Cl, Br, or I) with chlorotrimethylsilane

The rate of replacement of the halogen atom in isomers of RC6F4X (X = Cl, Br, or I) by the SiMe3 group under the action of Me3SiCl and P(NEt2)3 depends on the nature and the mutual arrangement of the substituents X and R. In addition to silyldehalogenation, compounds C6HF4X (X = Br or I) undergo silyldeprotonation and reduction to tetrafluorobenzenes.

Elemental Fluorine as an 'Enabler' for Generation of Powerful Electrophiles from Other Halogens

A new direct iodination procedure for aromatic systems involves iodine, substrate, sulfuric acid, and elemental fluorine at room temperature.