392-57-4

Basic information

• Product Name: 1,4-DIIODOTETRAFLUOROBENZENE
• Synonyms: 1,4-Diiodo-2,3,5,6-tetrafluorobenzene;1,4-Diiodotetrafluorobenzene97%;Tetrafluoro-1,4-diiodobenzene;p-Diiodoperfluorobenzene;1,4-DIIODOTETRAFLUOROBENZENE;1,2,4,5-tetrafluoro-3,6-diiodobenzene;1,4-Diiodotetrafluorobenzene 98%;1,4-Diiodotetrafluorobenzene98%
• CAS NO: 392-57-4
• Molecular Formula: C₆F₄I₂
• Molecular Weight: 401.87
• EINECS: 206-877-8
• Product Categories: Aryl;C6;Halogenated Hydrocarbons
• Mol File: 392-57-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 108-110°C
• Boiling Point: 252.419 °C at 760 mmHg
• Flash Point: 101.827 °C
• Appearance: /
• Density: 2.672 g/cm³
• Vapor Pressure: 0.0308mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1,4-DIIODOTETRAFLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIIODOTETRAFLUOROBENZENE(392-57-4)
• EPA Substance Registry System: 1,4-DIIODOTETRAFLUOROBENZENE(392-57-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-36/37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 392-57-4(Hazardous Substances Data)

Usage

Description

1,4-DIIODOTETRAFLUOROBENZENE is a white powder chemical compound known for its unique properties, particularly its ability to form trimeric complexes as new, halogen-bonded mesogens with two molecules of alkoxystilbazole. It has been studied for its electron density and its role in the formation of halogen-bonded complexes, making it a promising candidate for various applications in different industries.

Uses

Used in Phosphorescent Cocrystal Preparation:
1,4-DIIODOTETRAFLUOROBENZENE is used as a halogen bonding donor for the preparation of phosphorescent cocrystals with polycyclic aromatic hydrocarbons. Its unique halogen bonding properties enable the formation of these cocrystals, which have potential applications in various fields, such as optoelectronics and materials science.
Used in Halogen-Bonded Mesogens:
1,4-DIIODOTETRAFLUOROBENZENE is used as a key component in the formation of halogen-bonded mesogens. It forms trimeric complexes with two molecules of alkoxystilbazole, creating new mesogenic materials with potential applications in the development of advanced materials for various industries, including electronics and pharmaceuticals.
Used in Electron Density Studies:
1,4-DIIODOTETRAFLUOROBENZENE is used in the study of electron density, particularly in the context of halogen-bonded complexes. The electron density study of the halogen-bonded complex of 4,4′-dipyridyl-N,N′-dioxide with 1,4-diiodotetrafluorobenzene at 90K has been reported, contributing to the understanding of the underlying chemistry and potential applications of these complexes.
Used in Chemical Research and Development:
1,4-DIIODOTETRAFLUOROBENZENE is used as a research compound in the development of new materials and chemical processes. Its unique properties and reactivity make it a valuable tool for scientists and researchers working in various fields, such as materials science, pharmaceuticals, and electronics.

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

Upstream product

• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 7664-93-9 sulfuric acid 
• 7446-11-9 sulfur trioxide 
• 7553-56-2 iodine 

Downstream Products

• 1198-62-5 1,4-dichloro-2,3,5,6-tetrafluorobenzene 
• 5243-24-3 3-iodo-1,2,4,5-tetrafluorobenzene 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 52629-24-0 (IF₄)2C₆F₄ 
• 1092386-97-4 1,4-bis[(E)-4-bromostyryl]-2,3,5,6-tetrafluorobenzene 
• 1092386-98-5 1,4-bis[(E)-4-chlorostyryl]-2,3,5,6-tetrafluorobenzene 
• 1104774-27-7 1,4-di(cyclohexylethynyl)-tetrafluorobenzene 
• 16252-46-3 1,4-di(1-hexynyl)-tetrafluorobenzene 
• 1450626-50-2 iodo-2,3,5,6-tetrafluoro-4-(2-(4-acetylsulfanylphenyl)ethynyl)benzene 

Relevant articles and documents

Supramolecular sandwiches: Halogen-bonded coformers direct [2+2] photoreactivity in two-component cocrystals

The halogen-bond (X-bond) donors 1,3- and 1,4-diiodotetrafluorobenzene (1,3-di-I-tFb and 1,4-di-I-tFb, respectively) form cocrystals with trans-1,2-bis(2-pyridyl)ethylene (2,2′-bpe) assembled by N···I X-bonds. In each cocrystal, 2(1,3-di-I-tFb)·2(2,2′-bpe

Utilising Sodium-Mediated Ferration for Regioselective Functionalisation of Fluoroarenes via C?H and C?F Bond Activations

Pairing iron bis(amide) Fe(HMDS)2 with Na(HMDS) to form new sodium ferrate base [(dioxane)0.5?NaFe(HMDS)3] (1) enables regioselective mono and di-ferration (via direct Fe?H exchange) of a wide range of fluoroaromatic substrates under mild reaction conditions. Trapping of several ferrated intermediates has provided key insight into how synchronised Na/Fe cooperation operates in these transformations. Furthermore, using excess 1 at 80 °C switches on a remarkable cascade process inducing the collective twofold C?H/threefold C?F bond activations, where each C?H bond is transformed to a C?Fe bond whereas each C?F bond is transformed into a C?N bond.

Halogenation reactions

A method of halogenating an aromatic compound which comprises the steps of reacting an halogenating agent with the aromatic compound in the presence of fluorine and an acid, wherein the halogenating agent is at least one of an iodinating agent, a brominating agent and an chlorinating agent.