2265-92-1

Usage

Uses

Used in Chemical Synthesis:
2,5-Difluoroiodobenzene is used as a key intermediate in the synthesis of various organic compounds, such as 3,6-difluoro-1,2-phenylenediboronic acid and 3,6-difluoro-2-iodobenzoic acid. Its unique structure and reactivity make it a valuable building block for creating complex molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,5-Difluoroiodobenzene is used as a starting material for the development of novel drugs with specific therapeutic properties. Its unique chemical structure allows for the creation of new molecules with potential applications in treating various diseases and medical conditions.
Used in Material Science:
2,5-Difluoroiodobenzene can also be utilized in the field of material science for the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to enhanced characteristics, such as improved thermal stability, chemical resistance, or electrical conductivity.
Used in Research and Development:
Due to its unique chemical properties, 2,5-Difluoroiodobenzene is also used in research and development laboratories for studying various chemical reactions and exploring new synthetic pathways. It serves as a valuable tool for chemists and researchers working on the development of new compounds and materials with potential applications in various industries.

InChI:InChI=1/C6H3F2I/c7-4-1-2-5(8)6(9)3-4/h1-3H

Upstream product

• 540-36-3 para-difluorobenzene 
• 367-30-6 2,5-difluoroaniline 

Downstream Products

• 17532-94-4 1,4-difluoro-9-fluorenone 
• 501432-99-1 1,4-difluoro-2,3-diiodobenzene 
• 307306-06-5 2,5-difluoro-1-[1-[2-deoxy-3,5-di-O-(p-chlorobenzoyl)-β-D-ribofuranosyl]]benzene 
• 307306-05-4 2,5-difluoro-1-[1-[2-deoxy-3,5-di-O-(p-chlorobenzoyl)-α-D-ribofuranosyl]]benzene 

Relevant academic research and scientific papers

N-halosuccinimide/BF3-H2O, efficient electrophilic halogenating systems for aromatics

N-Halosuccinimides (NXS, 1) are efficiently activated in trifluoromethanesulfonic acid and BF3-H2O, allowing the halogenations of deactivated aromatics. Because BF3-H2O is more economic, easy to prepare, nonoxidizing, and offers sufficiently high acidity (-H0 ≈ 12, only slightly lower than that of trifluoromethanesulfonic acid), an efficient new electrophilic reagent combination of NXS/BF3-H2O has been developed. DFT calculations at the B3LYP/6-311++G**//B3LYP/6-31G* level suggest that protonated N-halosuccinimides undergo further protosolvation at higher acidities to reactive superelectrophilic species capable either in the transfer of X+ from the protonated forms of NXS to the aromatic substrate or in forming a highly reactive and solvated X+ which would readily react with the aromatic substrates. Structural aspects of the BF 3-H2O complex have also been investigated.

Method for producing tetrakis ( fluoroaryl) borate-magnesium compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.

Synthesis of 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5- substituted-benzene thymidine mimics, some related α-anomers, and their evaluation as antiviral and anticancer agents

A group of unnatural 1-(2-deoxy-β-D-ribofuranosyl)-2.4-difluorobenzenes having a variety of C-5 substituents (H, Me, F, Cl, Br, I, CF3, CN, NO2, NH2), designed as thymidine mimics, were synthesized for evaluation as anticancer and antiviral agents. The coupling reaction of 3,5-bis-O-(p-chlorobenzoyl) 2-deoxy-α-D-ribofuranosyl chloride with an organocadmium reagent [(2,4-difluorophenyl)2Cd] afforded a mixture of the α- and β-anomeric products (α:β = 3:1 to 10:1 ratio). Treatment of the α-anomer with BF3·Et2O in nitroethane at 110-120°C for 30 min was developed as an efficient method for epimerization of the major α-anomer to the desired β-anomer. The 5-substituted (H, Me, Cl, I, NH2) β-anomers exhibited negligible cytotoxicity in a MTT assay (CC50 = 10-3-10-4 M range), relative to thymidine (CC50 = 10-3-10-5 M range), against a variety of cancer cell lines. In contrast, the 5-NO2 derivative was more cytotoxic (CC50 = 10-5-10-6 M range). A number of 5-substituted β-anomers, and some related α-anomers, that were evaluated using a wide variety of antiviral assay systems [HSV-1, HSV-2, varicella-zoster virus (VZV), vaccinia virus, vesicular stomatitis, cytomegalovirus (CMV) and human immunodeficiency (HIV-1, HIV-2) viruses], showed that this class of unnatural C-aryl nucleoside mimics are inactive antiviral agents.