84322-56-5

Usage

Uses

Used in Biological Applications:
1,3,5-Trifluoro-2,4,6-triiodobenzene is used as a biological agent for its potential role in the development of pharmaceuticals and other bioactive compounds. Its unique structure allows it to interact with biological systems in ways that can be harnessed for therapeutic purposes.
Used in Organic Synthesis:
1,3,5-Trifluoro-2,4,6-triiodobenzene serves as an intermediate in organic synthesis, enabling the production of a wide range of chemical compounds. Its presence of both electron-withdrawing fluorine and electron-donating iodine atoms makes it a valuable building block for the synthesis of complex organic molecules with diverse applications across various industries.

InChI:InChI=1/C6F3I3/c7-1-4(10)2(8)6(12)3(9)5(1)11

Upstream product

• 372-38-3 1,3,5-trifluorobenzene 
• 506407-77-8 2,4,6-trifluoro-3,5-diiodophenyl radical 
• 506407-82-5 1,3-didehydro-2,4,6-trifluoro-5-iodobenzene 

Downstream Products

• 84322-55-4 1,3,5-trifluoro-2,4-diiodobenzene 
• 946433-64-3 1,3,5-tridehydro-2,4,6-trifluorobenzene 
• 506407-82-5 1,3-didehydro-2,4,6-trifluoro-5-iodobenzene 
• 506407-77-8 2,4,6-trifluoro-3,5-diiodophenyl radical 
• 506407-70-1 5-deuterio-2,4,6-trifluoro-1,3-diiodobenzene 
• 674289-04-4 1,3,5-tris(phenylethynyl)-2,4,6-trifluorobenzene 
• 204718-37-6 1,3,5-triiodo-2,4,6-trimethoxybenzene 
• 59831-92-4 perfluoro-1,3,5-triphenylbenzene 
• 1410198-08-1 1,3,5-Triiodo-2,4,6-tri[(S)-3,7-dimethyloctyloxy]benzene 

Relevant academic research and scientific papers

Single-Crystal-to-Single-Crystal (SCSC) Linear Polymerization of a Desymmetrized Anthraphane

In this work we present one of the rare cases of single-crystal-to-single-crystal (SCSC) linear polymerizations, resulting in a novel ladder-type polymer. The polymerization is based on the photoinduced [4+4]-cycloaddition reactions between trifunctional

Benzotrifuran (BTFuran): A building block for π-conjugated systems

Reported here is the first synthesis, X-ray crystal structure, and derivatization of benzotrifuran (BTFuran). Single crystal X-ray analysis of BTFuran shows a tight hexagonal packing stabilized by π-stacking interactions and C-H···O contacts. α-Lithiation of BTFuran enables the preparation of reactive intermediates suitable for cross-coupling reactions, allowing access to representative BTFuran-containing π-conjugated systems.

Connectivity and topology invariance in self-assembled and halogen-bonded anionic (6,3)-networks

We report here that the halogen bond driven self-assembly of 1,3,5-trifluorotriiodobenzene with tetraethylammonium and -phosphonium bromides affords 1:1 co-crystals, wherein the mutual induced fit of the triiodobenzene derivative and the bromide anions (halogen bond donor and acceptors, respectively) elicits the potential of these two tectons to function as tritopic modules (6,3). Supramolecular anionic networks are present in the two co-crystals wherein the donor and the acceptor alternate at the vertexes of the hexagonal frames and cations are accommodated in the potential empty space encircled by the frames. The change of one component in a self-assembled multi-component co-crystal often results in a change in its supramolecular connectivity and topology. Our systems have the same supramolecular features of corresponding iodide analogues as the metric aspects seem to prevail over other aspects in controlling the self-assembly process.

A simple base-mediated halogenation of acidic sp2 C-H bonds under noncryogenic conditions

(Chemical Equation Presented) A new method has been developed for in situ halogenation of acidic sp2 carbon-hydrogen bonds in heterocycles and electron-deficient arenes. Either selective monohalogenation or one-step exhaustive polyhalogenation is possible for substrates possessing several C-H bonds that are flanked by electron-withdrawing groups. For the most acidic arenes, such as pentafluorobenzene, K3PO4 base can be employed instead of BuLi for metalation/halogenation sequences.

In situ generation and trapping of aryllithium and arylpotassium species by halogen, sulfur, and carbon electrophiles

(Chemical Equation Presented) A general method has been developed for in situ trapping of arylmetal intermediates by halogen, sulfur, ketone, and aldehyde electrophiles affording the functionalization of the most acidic position in arene. Pentafluorobenzene, benzothiazole, and benzoxazole can be functionalized by using K3PO4 base. For less acidic arenes, tBuOLi base is required. Arenes with DMSO pKa values of 35 or less are reactive. 2009 American Chemical Society.

Mutual induced coordination in halogen-bonded anionic assemblies with (6,3) cation-templated topologies

We describe the use of halogen bonding for the deliberate construction of cation-templated anionic (6,3) networks thanks to a strategy based on the mutual induced fitting of the valences of the building blocks. The Royal Society of Chemistry.

Isostructurality, polymorphism and mechanical properties of some hexahalogenated benzenes: The nature of halogen...halogen interactions

The nature of intermolecular interactions between halogen atoms, X...X (X = Cl, Br, I), continues to be of topical interest because these interactions may be used as design elements in crystal engineering. Hexahalogenated benzenes (C6Cl6-n

New persubstituted 1,3,5-trisethynyl benzenes via Sonogashira coupling

Starting from 1,3,5-trifluoro-2,4,6-triiodobenzene, selective Sonogashira coupling gave trisalkynylbenzenes, which can be further functionalized making use of the reactive fluorine substituents on the benzene core. Additionally, an unexpected conversion o

Generation of fluorinated m-benzyne derivatives in neon matrices

The fluorinated m-didehydrobenzenes 5-H-, 5-deuterio-, 5-(trifluoromethyl)-, 5-(trimethylsilyl)-, and 5-iodo-2,4,6-trifluoro-1,3-didehydrobenzene 6b-6f were generated by UV photolysis of the corresponding 1,3-diiodobenzene derivatives 4b-4f in solid neon

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.